Reaxys
PubChem
eMolecules
Reactions (48)
Yield
Substances (2)
Citations (65)
Conditions
References A
B
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1
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MITSUBISHI TANABE PHARMA CORPORATION; UEDA, Keita; HATSUDA, Masanori; HYODO, Isao; TANIMOTO, Kouichi
Patent: US2016/2276 A1, 2016 ; Title/Abstract Full Text Show Details
1:Preparation of (2R,3R,4S,5R,6R)-2-bromo-6-(acetyloxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
Example 1 Preparation of (2R,3R,4S,5R,6R)-2-bromo-6-(acetyloxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate D-glucose (1.00 g, 5.55 mmol) was added to a mixture comprising acetyl bromide (5.52 g, 44.90 mmol), zinc bromide (255.3 mg, 1.13 mmol) and dichloro-methane (10 mL), and the resulting mixture was stirred at room temperature for 26 hours. Under ice-cooling, the reaction mixture was distributed and washed with water and ethyl acetate, the organic layer was washed with a 10percent aqueous sodium hydrogencarbonate solution, dried over magnesium sulfate, and then, filtered and concentrated. The concentrated residue was recrystallized from isopropyl ether, to obtain the title compound as colorless crystals (1.42 g, Yield: 62percent). A
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C
2
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Rx-ID: 32031312 Find similar reactions
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A: 9% B: 20% C: 16%
50 h; UV-irradiation;
Vlasova; Belousova; Vlasov; Vakul'Skaya; Khutsishvili; Voronkov
Doklady Chemistry, 2011 , vol. 438, # 2 p. 164 - 166 Title/Abstract Full Text View citing articles Show Details
A: 9% B: 20% C: 16%
50 h; UV-irradiation;
Voronkov; Vlasova; Belousova; Vlasov; Vakul'Skaya; Prozorova; Khutsishvili
Russian Journal of Organic Chemistry, 2013 , vol. 49, # 1 p. 17 - 21 Zh. Org. Khim., 2013 , vol. 49, # 1 p. 27 - 31,5 Title/Abstract Full Text View citing articles Show Details
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A
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3
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Rx-ID: 32031313 Find similar reactions
4
A: 95% B: 74%
50 h; UV-irradiation;
Vlasova; Belousova; Vlasov; Vakul'Skaya; Khutsishvili; Voronkov
Doklady Chemistry, 2011 , vol. 438, # 2 p. 164 - 166 Title/Abstract Full Text View citing articles Show Details
B: 74%
UV-irradiation;
Voronkov; Vlasova; Belousova; Vlasov; Vakul'Skaya; Prozorova; Khutsishvili
Russian Journal of Organic Chemistry, 2013 , vol. 49, # 1 p. 17 - 21 Zh. Org. Khim., 2013 , vol. 49, # 1 p. 27 - 31,5 Title/Abstract Full Text View citing articles Show Details
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With bromine
T=-45.16°C; Gas phase; Kinetics; Temperature;
5
Rx-ID: 30540531 Find similar reactions
With bromine
T=-45.16°C; Gas phasePhotolysis;
74%
With bromocyane; triphenylphosphine
With phosphorus tribromide
Khamaganov; Crowley
International Journal of Chemical Kinetics, 2010 , vol. 42, # 9 p. 575 - 585 Title/Abstract Full Text View citing articles Show Details
A
B
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Khamaganov; Crowley
International Journal of Chemical Kinetics, 2010 , vol. 42, # 9 p. 575 - 585 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 30540530 Find similar reactions
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6
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With acetic anhydride; phosphorus tribromide
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Rx-ID: 643116 Find similar reactions
Froeyen, Paul
Phosphorus, Sulfur and Silicon and the Related Elements, 1995 , vol. 102, # 1-4 p. 253 - 260 Title/Abstract Full Text Show Details
Burton; Degering
Journal of the American Chemical Society, 1940 , vol. 62, p. 224 Full Text Show Details
Burton; Degering
Journal of the American Chemical Society, 1940 , vol. 62, p. 224 Full Text Show Details
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With phosphorus; bromine
Gal
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1863 , vol. 56, p. 1258 Justus Liebigs Annalen der Chemie, 1864 , vol. 129, p. 54 Full Text Show Details
Hanriot
Annales de Chimie (Cachan, France), 1879 , vol. <5>17, p. 83 Full Text Show Details
With phosphorus tribromide
7
Bayatyan; Saakyan
Russian Journal of Applied Chemistry, 2006 , vol. 79, # 11 p. 1849 - 1852 Title/Abstract Full Text View citing articles Show Details
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Kogure, N.; Hatakeyama, R.; Suzuki, E.; Watari, F.
Journal of Molecular Structure, 1993 , vol. 299, p. 105 - 110 Title/Abstract Full Text View citing articles Show Details
Rx-ID: 6919298 Find similar reactions
T=50°C; Geschwindigkeit und Gleichgewicht der Reaktion CH3COCl+HBr <-> CH3COBr+HCl;
Aschan
Chemische Berichte, 1913 , vol. 46, p. 2166 Full Text Show Details
T=25°C; Geschwindigkeit und Gleichgewicht der Reaktion CH3COCl+HBr <-> CH3COBr+HCl;
Aschan
Chemische Berichte, 1913 , vol. 46, p. 2166 Full Text Show Details
T=0°C; Geschwindigkeit und Gleichgewicht der Reaktion CH3COCl+HBr <-> CH3COBr+HCl;
Aschan
Chemische Berichte, 1913 , vol. 46, p. 2166 Full Text Show Details
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Minato,H. et al.
Chemistry Letters, 1977 , p. 1095 - 1098 Full Text View citing articles Show Details
Saraf,S.D.; Zaki,M.
Synthesis, 1973 , p. 612 - 613 Full Text View citing articles Show Details
Anders
Synthesis, 1978 , p. 586 Full Text Show Details
Bestmann; Mott
Justus Liebigs Annalen der Chemie, 1966 , vol. 693, p. 132 Full Text Show Details
Heusler; Gaeumann
Journal of Labelled Compounds and Radiopharmaceuticals, 1976 , vol. 12, p. 541,543 Full Text Show Details
Kuznetsov et al.
Sov. Prog. Chem. (Engl. Transl.), 1976 , vol. 42, # 2 p. 175,64,66 Full Text Show Details
Anderson; Kono
Tetrahedron Letters, 1973 , p. 5121,5122 Full Text Show Details
Gloede; Gross
Chemische Berichte, 1967 , vol. 100, p. 1770 Full Text Show Details
Breitenbucher, J. Guy; Cai, Hui; Edwards, James P.; Grice, Cheryl A.; Gu, Yin; Gustin, Darin J.; Karlsson, Lars; Khatuya, Haripada; Meduna, Steven P.; Pio, Barbara A.; Sun, Siquan; Tays, Kevin L.; Thurmond, Robin L.; Wei, Jianmei
Patent: US2003/69240 A1, 2003 ;
Title/Abstract Full Text Show Details
Breitenbucher, J. Guy; Cai, Hui; Edwards, James P.; Grice, Cheryl A.; Gu, Yin; Gustin, Darin J.; Karlsson, Lars; Khatuya, Haripada; Meduna, Steven P.; Pio, Barbara A.; Sun, Siquan; Tays, Kevin L.; Thumond, Robin L.; Wei, Jianmei
Patent: US2003/73672 A1, 2003 ; Title/Abstract Full Text Show Details
13.C:(R)-1-(3-(4-Bromo-phenyl)-1-{3-[4-(5-chloro-2-methyl-phenyl)-piperazin-1-yl]-2-hydroxy-propyl}-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl)-ethanone.
The crude acetyl-bromide obtained was dissolved in MeOH (50 mL), treated with K2CO3 (207 mg, 1.50 mmol) and stirred for 4 h. 1.70 g (71%)
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Ternansky, Robert J.; Gladstone, Patricia L.; Tomaselli, Kevin J.; Chao, Bin; Linton, Steven D.
Patent: US2002/137686 A1, 2002 ; Title/Abstract Full Text Show Details
2:3 S)-N -METHANESULFONYL-3 -[N-(N'-(2-T-BUTYLPHENYL)OXAMYL)VALINYL] AMINO-5-(2',3',5',6'-TETRAFLUORoPHENOxY)-4-OXAPENTANAMIDE
Bromomethylketone 2: 4-Methylmorpholine (0.76 mL, 6.9 mmol) was added to a solution of Fmoc-Asp(OBn)-OH (1) (2.05 g, 4.62 mmol) in 50 mL of dry THF at -10° C. under an atmosphere of nitrogen, followed by the addition of isobutyl chloroformate (0.90 mL, 6.9 mmol), and the solution was stirred for 20 minutes. The resulting white precipitate was removed by filtration and the filtrate was cooled to 0° C. In a separate flask, 1-methyl-3-nitro-1-nitrosoguanidine (1.10 g, 7.44 mmol) was added to a vigorously stirred mixture of diethyl ether (14 mL) and 40percent KOH (8 mL) at 0° C. The resulting mixture was stirred for 10 minutes and the layers were allowed to separate. The ether layer was transferred via plastic pipette to the mixed anhydride in THF and the reaction mixture was stirred for 30 minutes. Then, 48percent HBr in water (2.10 mL) was added and the reaction mixture was warmed to room temperature over 15 minutes. The solution was diluted with ethyl acetate, washed twice with saturated aqueous sodium bicarbonate, once with brine, dried (MgSO4), and concentrated. The resulting crude product was purified by flash chromatography on silica gel, eluding with 35percent ethyl acetate-hexanes, to afford 1.70 g (71percent) of 2 as a white solid. 1H-NMR (300 MHz, CDC13): d 7.77 (d, J=8 Hz, 2H), 7.58 (d, J=8 Hz, 2H), 7.45-7.29 (m, 9H), 5.77 (d, J=9 Hz, 1H), 5.12 (s, 2H), 4.79-4.71 (m, 1H), 4.63-4.42 (m, 2H), 4.21 (t, J=6 Hz, 1H), 4.04 (s, 2H), 2.97 (ABXq, J=17, 5 Hz, 2H). 1.73 g (73%)
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Idun Pharmaceuticals, Inc.
Patent: US6525024 B1, 2003 ; Title/Abstract Full Text Show Details
2:Bromomethylketone (2):
Bromomethylketone (2): 4-Methylmorpholine (0.75 mL, 6.8 mmol) was added to a solution of Fmoc-Asp(OBn)-OH (1) (2.03 g, 4.55 mmol) in 50 mL of dry THF at -10° C. under an atmosphere of nitrogen, followed by the addition of isobutyl chloroformate (0.78 mL, 6.0 mmol), and the solution was stirred for 20 minutes. The resulting white precipitate was removed by filtration and the filtrate was cooled to 0° C. In a separate flask, 1-methyl-3-nitro-1-nitrosoguanidine (1.08 g, 7.36 mmol) was added to a vigorously stirred mixture of diethyl ether (14 mL) and 40percent KOH (8 mL) at 0° C. The resulting mixture was stirred for 10 minutes and the layers were allowed to separate. The ether layer was transferred via plastic pipette to the original filtrate in THF and the reaction mixture was stirred for 30 minutes. Then, 48percent HBr in water (2.10 mL) was added and the reaction mixture was warmed to room temperature over 15 minutes. The solution was diluted with ethyl acetate, washed twice with saturated aqueous sodium bicarbonate, once with brine, dried (MgSO4), and concentrated. The resulting crude product was purified by flash chromatography on silica gel, eluding with 35percent ethyl acetate-hexanes, to afford 1.73 g (73percent) of (2) as a white solid. 1H-NMR (300 MHz, CDCl3): δ7.77 (d, J=8 Hz, 2H), 7.58 (d, J=8 Hz, 2H), 7.45-7.29 (m, 9H), 5.77 (d, J=9 Hz, 1H), 5.12 (s, 2H), 4.79-4.71 (m, 1H), 4.63-4.42 (m, 2H), 421 (t, j=6 Hz, 1H), 4.04 (s, 2H), 2.97 (ABXq, J=17, 5 Hz, 2H).
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American Cyanamid Company
Patent: US4288592 A1, 1981 ; Title/Abstract Full Text Show Details
Suitable acid halides include the following: acetyl bromide, isobutyryl chloride, hexanoyl chloride, crotonyl chloride, cyclohexanecarbonyl chloride, decanoyl chloride, stearoyl chloride, bromoacetyl bromide, 6-bromohexanoyl chloride, ...
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Takeda Chemical Industries, Ltd.
Patent: US4851422 A1, 1989 ; Title/Abstract Full Text Show Details
26:EXAMPLE 26
EXAMPLE 26 Production of methyl 2-bromo-2,5-dihydro-5-oxo-2-furancarboxylate [Compound (26)]: In 4 ml of dichloromethane was dissolved 184 mg of methyl 5-acetoxy-2-furancarboxylate. To the solution was gradually added one ml of dichloromethane solution dissolving 0.045 ml of bromine. The reaction solution was stirred at room temperature for 30 minutes. Then, the solvent and acetyl bromide formed as the by-product were evaporated off under reduced pressure to give 220 mg of the subject Compound (26) as pale yellow oil. IRνmaxNeat cm-1: 1805,1760,1435,1265,1210,1105,880
NMR (90 MHz, CDCl3)δ: 3.88(3H,s),6.27(1H,d,J=6 Hz),7.8(1H,d,J=6 Hz)
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Teijin Limited
Patent: US4009196 A1, 1977 ; Title/Abstract Full Text Show Details
Specific examples of these acid halides and acid anhydrides are shown below. Ii-1-a. acid Halides Acetyl chloride, acetyl bromide, acetyl iodide, acetyl fluoride, propionyl chloride, propionyl bromide, n-butyryl chloride, isobutyryl chloride, n-valeryl chloride, ...
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Sumitomo Chemical Company, Limited
Patent: US4055565 A1, 1977 ; Title/Abstract Full Text Show Details
Examples of an acid halide of the Formula III or IV are as follows: Acetyl chloride Acetyl bromide Acetyl iodide Chloroacetyl chloride Bromoacetyl chloride Propionyl chloride Butyryl chloride Isobutyryl chloride Cyclohexane carbonyl chloride ...
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Mioskowski, Charles; Wagner, Alain; Bensel, Nicolas; Pevere, Virginie; Desmurs, Jean-Roger
Patent: US2003/92946 A1, 2003 ; Title/Abstract Full Text Show Details
Illustrative examples of acylation agents with formula (VIII) which can in particular be cited are: acetyl chloride; acetyl bromide; monochloroacetyl chloride; dichloroacetyl chloride; propanoyl chloride; isobutanoyl chloride; pivaloyl chloride; stearoyl chloride; crotonyl chloride; ...
1.70 g (71%)
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Idun Pharmaceuticals, Inc.
Patent: US6790989 B2, 2004 ; Title/Abstract Full Text Show Details
2:Bromomethylketone 2
Bromomethylketone 2 4-Methylmorpholine (0.76 mL, 6.9 mmol) was added to a solution of Fmoc-Asp(OBn)-OH (1) (2.05 g, 4.62 mmol) in 50 mL of dry THF at -10° C. under an atmosphere of nitrogen, followed by the addition of isobutyl chloroformate (0.90 mL, 6.9 mmol), and the solution was stirred for 20 minutes. The resulting white precipitate was removed by filtration and the filtrate was cooled to 0° C. In a separate flask, 1-methyl-3-nitro-1-nitrosoguanidine (1.10 g, 7.44 mmol) was added to a vigorously stirred mixture of diethyl ether (14 mL) and 40percent KOH (8 mL) at 0° C. The resulting mixture was stirred for 10 minutes and the layers were allowed to separate. The ether layer was transferred via plastic pipette to the mixed anhydride in THF and the reaction mixture was stirred for 30 minutes. Then, 48percent HBr in water (2.10 mL) was added and the reaction mixture was warmed to room temperature over 15 minutes. The solution was diluted with ethyl acetate, washed twice with saturated aqueous sodium bicarbonate, once with brine, dried (MgSO4), and concentrated. The resulting crude product was purified by flash chromatography on silica gel, eluding with 35percent ethyl acetate-hexanes, to afford 1.70 g (71percent) of 2 as a white solid. 1H-NMR (300 MHz, CDCl3): d 7.77 (d, J=8 Hz, 2H), 7.58 (d, J=8 Hz, 2H), 7.45-7.29 (m, 9H), 5.77 (d, J=9 Hz, 1H), 5.12 (s, 2H), 4.79-4.71 (m, 1H), 4.63-4.42 (m, 2H), 4.21 (t, J=6 Hz, 1H), 4.04 (s, 2H), 2.97 (ABXq, J=17,5 Hz, 2H). A
B
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Rx-ID: 24006147 Find similar reactions
Beaulieu, Pierre Louis; Fazal, Gulrez; Gillard, James; Kukolj, George; Austel, Volkhard
Patent: US2002/65418 A1, 2002 ; Title/Abstract Full Text Show Details
86:Carbonic acid 3-[(S)-2-tert-butoxycarbonylamino-2-(2-methylamino-thiazol-4-yl)-ethyl]-1H-indol-5-yl ester tert-butyl ester:
The diazomethylketone from above was dissolved in EtOAc (10 mL) and the solution cooled to -30° C. A solution of HBr in AcOH (48percent w/w, 0.384 mL) was added dropwise over 60 min. The cold reaction mixture was then diluted with Et2O (100 mL) and washed successively with 10percent aqueous citric acid (2*25 mL) and saturated aqueous NaHCO3 (25 mL), and dried (MgSO4). Volatiles were removed under reduced pressure and the residue coevaporated with hexane to give the bromomethylketone as a white foam (0.870 g).
9
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Rx-ID: 24006148 Find similar reactions
Beaulieu, Pierre Louis; Fazal, Gulrez; Gillard, James; Kukolj, George; Austel, Volkhard
Patent: US2002/65418 A1, 2002 ; Title/Abstract Full Text Show Details
98:[4-((S)-Bromo-2-tert-butoxycarbonylamino-3-oxo-butyl)-phenoxy]-acetic acid methyl ester:
The diazomethylketone from above (1.10 g, 3.4 mmol) was dissolved in EtOAc (10 mL) and the solution cooled to 0° C. A solution of HBr in AcOH (48percent w/w, 0.44 mL, 3.4 mmol) was added dropwise over 5 min, followed by an additional portion (0.22 mL, 1.7 mmol). After stirring for 10 min, the reaction mixture was diluted with Et2O (150 mL) and washed successively with water (25 mL), 10percent citric acid (25 mL) and 5percent NaHCO3 (2*25 mL). After drying (MgSO4), the solvent was evaporated under reduced pressure to give the desired bromomethylketone as a light yellow solid (1.14 g).
10
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Rx-ID: 26517309 Find similar reactions
With bromine in dichloromethane byproducts: (P(C6H5)3)2PdCl2; addition of Br2 to Pd(P(C6H5)3)2(CH3CO)Cl in CH2Cl2; determination : IR;
Kubota, Mitsuru; Boegeman, Scott C.; Keil, Robert N.; Webb, Carl G.
Organometallics, 1989 , vol. 8, p. 1616 - 1620 Full Text View citing articles Show Details
A
B
C
D
E
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A
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C
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11
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Rx-ID: 26620959 Find similar reactions
B: 43% C: 40%
in dichloromethane-d2
Irradiation (UV/VIS); 355-385 nm light;
Goldberg, Karen I.; Bergman, Robert G.
Journal of the American Chemical Society, 1989 , vol. 111, # 4 p. 1285 - 1299 Title/Abstract Full Text View citing articles Show Details
12
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With bromine in dichloromethane byproducts: (PPh)2PtClBr; addition of Br2 to trans(Pt(PPh3)2(CH3CO)Cl) in CH2Cl2; determination:IR;
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Rx-ID: 26629914 Find similar reactions
Kubota, Mitsuru; Boegeman, Scott C.; Keil, Robert N.; Webb, Carl G.
Organometallics, 1989 , vol. 8, p. 1616 - 1620 Full Text View citing articles Show Details
13
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Rx-ID: 26620958 Find similar reactions
A: 41-44 B: 40-43 C: 38-40 D: 32-39 E: 8-10
Goldberg, Karen I.; Bergman, Robert G.
Organometallics, 1987 , vol. 6, p. 430 - 432 Full Text View citing articles Show Details
A
B
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14
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in dichloromethane
T=24.9°C; Equilibrium constant;
Rybachenko, V. I.; Chotii, K. Yu.; Kozhevina, L. I.; Titov, E. V.
Russian Journal of Physical Chemistry, 1984 , vol. 58, p. 813 - 816 Zhurnal Fizicheskoi Khimii, 1984 , vol. 58, p. 1341 - 1345 Title/Abstract Full Text Show Details
15
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With pyridine; tri-n-butyltin bromide
T=40°C; Thermodynamic dataEquilibrium constant;
Friedrich, Edwin C.; Abma, Charles B.
Journal of the American Chemical Society, 1980 , vol. 102, # 4 p. 1367 - 1371 Title/Abstract Full Text View citing articles Show Details
With aluminium trichloride; hydrogen bromide
Dow Chem.Co.
Patent: US2553518 , 1948 ;
Full Text Show Details
With hydrogen bromide
T=-80°C;
Krisher; Wilson
Journal of Chemical Physics, 1959 , vol. 31, p. 882,885, 886 Full Text View citing articles Show Details
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Rx-ID: 693082 Find similar reactions
With hydrogen bromide
Staudinger; Anthes
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Chemische Berichte, 1913 , vol. 46, p. 1435 Full Text Show Details
16
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65 % Spectr.
With pyridine; tri-n-butyltin bromide
T=40°C; Thermodynamic dataEquilibrium constant;
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Rx-ID: 1916613 Find similar reactions
Friedrich, Edwin C.; Abma, Charles B.
Journal of the American Chemical Society, 1980 , vol. 102, # 4 p. 1367 - 1371 Title/Abstract Full Text View citing articles Show Details
A
B
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17
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With bromine in tetrachloromethane
Ambient temperature;
Engels, Joachim
Liebigs Annalen der Chemie, 1980 , # 4 p. 557 - 563 Title/Abstract Full Text Show Details
A
B
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18
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in chloroform-d1
T=20°C; Equilibrium constant;
Bigler,P.; Neuenschwander,M.
Helvetica Chimica Acta, 1978 , vol. 61, p. 2165 - 2175
Full Text View citing articles Show Details
A
B
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19
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Rx-ID: 26402492 Find similar reactions
in neat (no solvent) dropwise addn. of CH3CO2H to PBr5;; distilling off CH3COBr and distilling POBr3;;
Gerrard, W.; Nechvatal, A.; Wyvill, P. L.
Chemistry and Industry (London, United Kingdom), 1947 , p. 437 - 437 Full Text Show Details
in neat (no solvent)
Ritter, H.
Liebigs Annalen der Chemie, 1855 , vol. 95, p. 208 - 211 Full Text Show Details
Gmelin Handbook: P: MVol.C, 220, page 506 - 508 Full Text Show Details
20
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With diethyl ether; hydrogen bromide
T=10°C;
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Patent: US2475966 , 1945 ; Full Text Show Details
A
21
Rx-ID: 115859 Find similar reactions
B
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Erhitzen unter Normaldruck;
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McElvain; Fajardo-Pinzon
Journal of the American Chemical Society, 1945 , vol. 67, p. 651 Full Text Show Details
A
B
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22
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Seel, F.
Z. Anorg. Chem., 1943 , vol. 250, p. 331 - 351 Full Text Show Details
With potassium bromide in further solvent(s) solvent: BF3 etherate;
Seel, F.
Z. Anorg. Chem., 1943 , vol. 250, p. 331 - 351 Full Text Show Details
With KBr in further solvent(s) solvent: BF3 etherate;
Gmelin Handbook: B: SVol.1, 4.4.5, page 187 - 196 Full Text Show Details
With potassium bromide in liquid sulphur dioxide
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With KBr in sulfur dioxide
23
Gmelin Handbook: B: SVol.1, 4.4.5, page 187 - 196 Full Text Show Details
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Rx-ID: 6919299 Find similar reactions
With diethyl ether; hydrogen bromide
T=0°C;
Slanina; Hennion
Journal of the American Chemical Society, 1937 , vol. 59, p. 856 Full Text Show Details
With chloroform; bromine
T=-5°C;
Slanina; Hennion; Nieuwland
Journal of the American Chemical Society, 1936 , vol. 58, p. 891 Full Text View citing articles Show Details
24
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With diethyl ether; hydrogen bromide
T=30 - 32°C;
Rx-ID: 6919300 Find similar reactions
Slanina; Hennion
Journal of the American Chemical Society, 1937 , vol. 59, p. 856 Full Text Show Details
A
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25
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Rx-ID: 6953699 Find similar reactions
T=30 - 32°C;
Slanina; Hennion
Journal of the American Chemical Society, 1937 , vol. 59, p. 856 Full Text Show Details
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26
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Rx-ID: 7058280 Find similar reactions
Slanina; Hennion
Journal of the American Chemical Society, 1937 , vol. 59, p. 856 Full Text Show Details
27
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Rx-ID: 6919301 Find similar reactions
With tetrachloromethane; bromine
Hunsdiecker; Hunsdiecker; Vogt
Patent: US2176181 , 1936 ;
Full Text Show Details
A
B
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28
With chloroform; bromine
T=-5°C;
Rx-ID: 6922291 Find similar reactions
Slanina; Hennion; Nieuwland
Journal of the American Chemical Society, 1936 , vol. 58, p. 891 Full Text View citing articles Show Details
29
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Rx-ID: 6922292 Find similar reactions
Slanina; Hennion; Nieuwland
Journal of the American Chemical Society, 1936 , vol. 58, p. 891 Full Text View citing articles Show Details
<0;
30
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With hydrogen bromide; carbon
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Rx-ID: 60165 Find similar reactions
Eschenbach
Patent: DE638441 , 1935 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 74 Full Text Show Details
31
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T=20°C;
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Chemische Berichte, 1932 , vol. 65, p. 931,935 Full Text Show Details
Rx-ID: 359115 Find similar reactions
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32
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With hydrogen bromide
Rx-ID: 572487 Find similar reactions
Underwood; Toone
Journal of the American Chemical Society, 1930 , vol. 52, p. 393 Full Text Show Details
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Rx-ID: 5678437 Find similar reactions
Underwood; Toone
Journal of the American Chemical Society, 1930 , vol. 52, p. 393 Full Text Show Details
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34
Rx-ID: 7067006 Find similar reactions
With zinc(II) chloride
T=80 - 160°C;
Soc.Usines Chim.Rhone-Poulenc
Patent: DE527874 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 18, p. 796 Full Text Show Details
With zinc dibromide
T=80 - 160°C;
Soc.Usines Chim.Rhone-Poulenc
Patent: DE527874 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 18, p. 796
Full Text Show Details
A
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C
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A
B
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35
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Rx-ID: 5929570 Find similar reactions
Ward
Journal of the Chemical Society, 1922 , vol. 121, p. 1165 Full Text View citing articles Show Details
36
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Rx-ID: 5802917 Find similar reactions
Aschan
Chemische Berichte, 1913 , vol. 46, p. 2166 Full Text Show Details
37
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Rx-ID: 211635 Find similar reactions
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Chattaway; Orton
Chemische Berichte, 1899 , vol. 32, p. 3579
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38
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Rx-ID: 7542012 Find similar reactions
Chattaway; Orton
Chemische Berichte, 1899 , vol. 32, p. 3579 Full Text Show Details
A
B
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39
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Rx-ID: 7993072 Find similar reactions
T=-18°C;
Bernhard
Justus Liebigs Annalen der Chemie, 1894 , vol. 282, p. 185,187 Full Text Show Details
40
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Rx-ID: 6919302 Find similar reactions
T=-15°C;
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Nef
Justus Liebigs Annalen der Chemie, 1893 , vol. 276, p. 231 Full Text Show Details
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41
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de Neufville; v. Pechmann
Chemische Berichte, 1890 , vol. 23, p. 3378 Full Text Show Details
A
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C
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42
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Rx-ID: 7449998 Find similar reactions
Seelig
Journal fuer Praktische Chemie (Leipzig), 1889 , vol. <2> 39, p. 175 Full Text Show Details
43
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Rx-ID: 110634 Find similar reactions
T=140 - 150°C;
Ponomarew
Chemische Berichte, 1885 , vol. 18, p. 3267 Full Text Show Details
A
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C
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C
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C
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44
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Rx-ID: 5726920 Find similar reactions
Hofmann,A. W.
Chemische Berichte, 1883 , vol. 16, p. 588 Full Text Show Details
45
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Rx-ID: 556555 Find similar reactions
T=120 - 130°C;
Anschuetz
Chemische Berichte, 1877 , vol. 10, p. 1883 Justus Liebigs Annalen der Chemie, 1884 , vol. 226, p. 15 Full Text Show Details
46
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Rx-ID: 26402493 Find similar reactions
in neat (no solvent) reaction with effervescence;;
Ritter, H.
Liebigs Annalen der Chemie, 1855 , vol. 95, p. 208 - 211 Full Text Show Details
Gmelin Handbook: P: MVol.C, 218, page 501 - 503 Full Text Show Details
A
B
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47
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T=80°C;
Soc. Usines Chim. Rhone-Poulenc
Patent: DE527874 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 18, p. 796 Full Text Show Details
A
B
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48
Synthesize Find similar Rx-ID: 7067008 Find similar reactions
T=80°C;
Soc. Usines Chim. Rhone-Poulenc
Patent: DE527874 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 18, p. 796 Full Text Show Details