Reaxys
PubChem
eMolecules
Reactions (146)
Yield
Substances (6)
Citations (201)
Conditions
References
100
Synthesize Find similar Multi-step reaction with 2 steps 1: 88 percent / Cu2Cl2 / dimethylformamide / 2.5 h / 97 °C 2: 91.5 percent / Na2CO3, KOH / acetone; H2O / 18 h / Heating View Scheme
101
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Rx-ID: 21718056 Find similar reactions
Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.
Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details
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Rx-ID: 21749839 Find similar reactions
Multi-step reaction with 3 steps 1: 95.5 percent / Br2 / methanol / 1 h / Ambient temperature 2: 88 percent / Cu2Cl2 / dimethylformamide / 2.5 h / 97 °C 3: 91.5 percent / Na2CO3, KOH / acetone; H2O / 18 h / Heating View Scheme
Manchand, Percy S.; Belica, Peter S.; Wong, Harry S.
Synthetic Communications, 1990 , vol. 20, # 17 p. 2659 - 2666 Title/Abstract Full Text Show Details
A
B
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102
Synthesize Find similar Rx-ID: 2042267 Find similar reactions
A: 4.2% B: 91.2%
With oxygen; anhydrous cobalt diacetate; Manganese (II) acetate in acetic acid
T=110°C; P=2280 Torr; 2 h;
Kitajima, Nobumasa; Takemura, Kazuya; Moro-Oka, Yoshihiko; Yoshikuni, Tadatsugu; Akada, Mitsuo; et al.
Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 3 p. 1035 - 1038 Title/Abstract Full Text Show Details
A
B
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103
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Rx-ID: 2742129 Find similar reactions
B: 0.21 g
With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
0 deg C, 2 h -> room temperature; Yields of byproduct given;
Unge, Sverker von; Lundquist, Knut; Stomberg, Rolf
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1988 , vol. 42, # 7 p. 469 - 474 Title/Abstract Full Text Show Details
A
104
B
C
D
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Rx-ID: 2880608 Find similar reactions
A: 4.3 % Turnov. B: 19.0 % Turnov. C: 29.5 % Turnov. D: 3.6 % Turnov.
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With oxygen; anhydrous cobalt diacetate
T=110°C; P=2280 Torr; 2 h; var. catalysts; Product distribution;
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Kitajima, Nobumasa; Takemura, Kazuya; Moro-Oka, Yoshihiko; Yoshikuni, Tadatsugu; Akada, Mitsuo; et al.
Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 3 p. 1035 - 1038 Title/Abstract Full Text Show Details
A
B
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105
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A: 89% B: 89%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone in dichloromethane; water
T=20°C; 1 h;
Nakajima, Noriyuki; Abe, Reiko; Yonemitsu, Osamu
Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 10 p. 4244 - 4247 Title/Abstract Full Text Show Details
A: 89% B: 89%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone in dichloromethane; water
T=20°C; removal of var. polysubstituted methoxybenzyl protecting group;
Nakajima, Noriyuki; Abe, Reiko; Yonemitsu, Osamu
Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 10 p. 4244 - 4247 Title/Abstract Full Text Show Details
A
B
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106
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Rx-ID: 2569677 Find similar reactions
B: 95%
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Murase, Masayuki; Kotani, Eiichi; Tobinaga, Seisho
Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 9 p. 3595 - 3598 Title/Abstract Full Text Show Details
With tetrafluoroboric acid; [Fe(bipy)3]2+ in water; acetonitrile
0.0833333 h; Ambient temperature; A
B
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107
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A: 25% B: 69%
With 2,6-dimethylpyridine; lithium perchlorate in acetonitrile
electrooxydation;
Cariou, Michel; Carlier, Roger; Simonet, Jacques
Bulletin de la Societe Chimique de France, 1986 , # 5 p. 781 - 792 Title/Abstract Full Text Show Details
A: 25% B: 69%
With 2,6-dimethylpyridine; lithium perchlorate in acetonitrile
electrooxydation; platine (S=16 cm2) comme anode; grafite (Φ=1 cm) comme cathode; 50 mA; +0.45 V/ECS; 4.0 F.mol-1;
Cariou, Michel; Carlier, Roger; Simonet, Jacques
Bulletin de la Societe Chimique de France, 1986 , # 5 p. 781 - 792 Title/Abstract Full Text Show Details
A: 25% B: 25%
With 2,6-dimethylpyridine; lithium perchlorate in acetonitrile
electrooxydation;
Cariou, Michel; Carlier, Roger; Simonet, Jacques
Bulletin de la Societe Chimique de France, 1986 , # 5 p. 781 - 792 Title/Abstract Full Text Show Details
108
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Rx-ID: 3810951 Find similar reactions
390 mg
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With potassium carbonate; methyl iodide in N,N-dimethyl-formamide
T=60°C; 3 h;
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Kamil, Widad M.; Dewick, Paul M.
Phytochemistry (Elsevier), 1986 , vol. 25, # 9 p. 2093 - 2102 Title/Abstract Full Text View citing articles Show Details
109
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Rx-ID: 2155495 Find similar reactions
76.5%
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With copper dichloride in N,N-dimethyl-formamide
T=120°C;
Puri, S. C.; Anand, S. M.; Atal, C. K.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 294 - 295 Title/Abstract Full Text Show Details
110
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Rx-ID: 19367455 Find similar reactions
Multi-step reaction with 3 steps 1: 48.5 g / Br2, AcOH 2: 18 g / CuCl2 / dimethylformamide / 1 h / 120 °C 3: 9 g / K2CO3 / acetone / 2 h / Heating View Scheme
Puri, S. C.; Anand, S. M.; Atal, C. K.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 294 - 295 Title/Abstract Full Text Show Details
Multi-step reaction with 3 steps 1: 48.5 g / Br2, AcOH 2: 1 g / 2.5 percent aq. NaOH / 2 h / Heating 3: 76.5 percent / CuCl2 / dimethylformamide / 120 °C View Scheme
Puri, S. C.; Anand, S. M.; Atal, C. K.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 294 - 295 Title/Abstract Full Text Show Details
111
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Rx-ID: 1480202 Find similar reactions
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Nikaido; Sung; Ohmoto; Sankawa
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 2 p. 578 - 584 Title/Abstract Full Text View citing articles Show Details
in diethyl ether
Ambient temperature;
A
B
C
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112
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Rx-ID: 2091059 Find similar reactions
B: 94%
Dess, D. B.; Martin, J. C.
Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4155 - 4156 Title/Abstract Full Text View citing articles Show Details
in dichloromethane
T=25°C; 0.333333 h; reaction with other alcohols; Product distribution;
113
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Rx-ID: 20132249 Find similar reactions
Multi-step reaction with 2 steps 1: 7.84 g / 1.) 70percent sodium bis(2-methoxyethoxy)aluminum hydride; 2.) 25percent aq. H2SO4 / benzene / 1 h / Ambient temperature 2: 5.74 g / pyridinium dichromate / CH2Cl2 / 7.5 h / Ambient temperature View Scheme
A
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114
Synthesize Find similar Rx-ID: 2206838 Find similar reactions
Ishii; Ishikawa; Deushi; et al.
Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 9 p. 3024 - 3038 Title/Abstract Full Text View citing articles Show Details
B: 95%
With sulfuric acid
T=107°C; 1 h;
Schwartz, Alan
Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 2213 - 2214 Title/Abstract Full Text View citing articles Show Details
115
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Rx-ID: 18901392 Find similar reactions
Multi-step reaction with 2 steps 1: thionyl chloride / 1 h / Heating 2: ethyldiisopropylamine, hydrogen / 10percent Pd/C / ethyl acetate / 10 h / 25 °C / 760 Torr View Scheme
Peters, J. A.; Bekkum, H. van
Recueil: Journal of the Royal Netherlands Chemical Society, 1981 , vol. 100, # 1 p. 21 - 24 Title/Abstract Full Text Show Details
116
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Rx-ID: 25404476 Find similar reactions
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in acetic acid
Hide Experimental Procedure
III:3,4,5-trimethoxybenzaldehyde (from 3,4,5-trimethoxybenzyl alcohol)
EXAMPLE III 3,4,5-trimethoxybenzaldehyde (from 3,4,5-trimethoxybenzyl alcohol) 33.9 g (0.34 moles) of chromic anhydride are slowly dissolved under efficient stirring in 500 ml of glacial acetic acid and heating at 90°-100° C. To this oxydation mixture, g 19.8 of 3,4,5-trimethoxy benzyl alcohol dissolved in 160 ml of glacial acetic acid are very slowly added under continuous stirring. The mixture is kept reacting during 30' after the end of the addition and is then cooled, diluted with water and extracted with CHCl3 (3 fractions of 200 ml each). The organic fractions are then joined and concentrated under a vacuum. Obtained are g 17.60 (90percent). M.P. 38°-40° C.; B.P., 168°-170° C./12 mm. NMR spectrum: (CDCl3) δ 9.82 (s, 1H, --CHO); 7.1 (s, 2H, aromatics) and 3.95 (s, 9H, 3 OCH3).
117
Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
Patent: US4239702 A1, 1980 ; Title/Abstract Full Text Show Details
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Rx-ID: 7405221 Find similar reactions
Acetal (3), 1) n-BuLi, 2) D2O, 3) H+;
Plaumann et al.
Tetrahedron Letters, 1979 , p. 4921,4922,4924 Full Text View citing articles Show Details
Acetal (3), 1) t-BuLi, 2) D2O, 3) H+;
Plaumann et al.
Tetrahedron Letters, 1979 , p. 4921,4922,4924 Full Text View citing articles Show Details
118
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Rx-ID: 7605807 Find similar reactions
Hardy et al.
Journal of Labelled Compounds, 1972 , vol. 8, p. 221,227 Full Text Show Details
3,4,5-Trimethoxybenzoyl-(14C)-chlorid, H2;
119
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Rx-ID: 492702 Find similar reactions
Schiemenz; Engelhard
Chemische Berichte, 1959 , vol. 92, p. 1336,1342 Full Text Show Details
With methanol; water; nickel
A
B
120
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With Pd-BaSO4; xylene
Hydrogenation;
Mauthner
Journal fuer Praktische Chemie (Leipzig), 1931 , vol. <2> 129, p. 278 Full Text View citing articles Show Details
Frank; Fanta; Tarbell
Journal of the American Chemical Society, 1948 , vol. 70, p. 2314,2317 Full Text Show Details
A
B
C
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121
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Rx-ID: 5598379 Find similar reactions
Sharp
Journal of the Chemical Society, 1936 , p. 1234 Full Text Show Details
Frank; Fanta; Tarbell
Journal of the American Chemical Society, 1948 , vol. 70, p. 2314,2317 Full Text Show Details
Hydrogenation;
122
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With hydrogenchloride; tin(ll) chloride; tetrachloroethane, 1,1,2,2-
T=0°C; Erhitzen des Reaktionsprodukts mit wss.HCl und Essigsaeure;
Rx-ID: 391462 Find similar reactions
Cook et al.
Journal of the Chemical Society, 1944 , p. 322,324
Full Text Show Details
123
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With sodium carbonate; ethylene glycol
T=150 - 160°C;
Rx-ID: 518716 Find similar reactions
Buchanan; Cook; Loudon
Journal of the Chemical Society, 1944 , p. 325,327 Full Text Show Details
124
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Rx-ID: 5598373 Find similar reactions
With hydrogenchloride
T=20°C; zuletzt unter Erwaermen;
Sugasawa; Tsuda
Yakugaku Zasshi, 1936 , vol. 56, p. 557,559; engl. Ref. S. 103 Chem. Zentralbl., 1936 , vol. 107, # II p. 3670 Full Text Show Details
With sulfuric acid
T=20°C; zuletzt unter Erwaermen;
Buchanan; Cook; Loudon
Journal of the Chemical Society, 1944 , p. 325,327 Full Text Show Details
125
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With sodium carbonate; ethylene glycol
T=150 - 160°C;
Rx-ID: 5598374 Find similar reactions
Nakata; Nishihara
Yakugaku Zasshi, 1944 , vol. 64, # 2 p. 74 Chem.Abstr., 1951 , p. 2955
Full Text Show Details
126
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Rx-ID: 5598376 Find similar reactions
With sodium hydroxide
Spaeth; Roeder
Monatshefte fuer Chemie, 1922 , vol. 43, p. 107 Full Text Show Details
Bradley; Robinson; Schwarzenbach
Journal of the Chemical Society, 1930 , p. 796,811 Full Text Show Details
127
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Rx-ID: 856995 Find similar reactions
With hydrogenchloride; diethyl ether; tin(ll) chloride
Reagens 4: Chloroform; und Kochen des Reaktionsprodukts mit Wasser;
Stephen
Journal of the Chemical Society, 1925 , vol. 127, p. 1876 Full Text View citing articles Show Details
Baker; Robinson
Journal of the Chemical Society, 1929 , p. 159 Journal of the Chemical Society, 1926 , p. 2718 Full Text Show Details
A
B
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128
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With ammonium hydroxide; potassium hexacyanoferrate(III)
T=17°C;
Kalb; Gross
Chemische Berichte, 1926 , vol. 59, p. 733 Full Text Show Details
With potassium hexacyanoferrate(III)
T=60°C; in Gegenwart von verd. Ammoniak, Methylamin oder Pyridin;
Kalb; Gross
Chemische Berichte, 1926 , vol. 59, p. 733 Full Text Show Details
129
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Rx-ID: 5818447 Find similar reactions
Kalb; Gross
Chemische Berichte, 1926 , vol. 59, p. 733 Full Text Show Details
in Gegenwart von Ammoniak, Methylamin, Pyridin oder Natriumdicarbonat;
A
B
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130
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Rx-ID: 5818448 Find similar reactions
Kalb; Gross
Chemische Berichte, 1926 , vol. 59, p. 733 Full Text Show Details
131
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Rx-ID: 297060 Find similar reactions
With phosphorus pentachloride
Reduktion der entstandenen Imidchloride mit Zinn(II)-chlorid und Chlorwasserstoff in Aether und Kochen der Reaktionsprodukte mit verd.Salzsaeure;
Sonn; Meyer
Chemische Berichte, 1925 , vol. 58, p. 1102 Full Text Show Details
132
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Rx-ID: 510774 Find similar reactions
With phosphorus pentachloride
Reduktion der entstandenen Imidchloride mit Zinn(II)-chlorid und Chlorwasserstoff in Aether und Kochen der Reaktionsprodukte mit verd.Salzsaeure;
Sonn; Meyer
Chemische Berichte, 1925 , vol. 58, p. 1102 Full Text Show Details
133
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Rx-ID: 22135018 Find similar reactions
Multi-step reaction with 2 steps 1: water; alcohol; sodium amalgam / Reaktion ueber mehrere Stufen 2: natrium carbonate; alcohol View Scheme
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
Multi-step reaction with 2 steps 1: water; alcohol; sodium amalgam / Reaktion ueber mehrere Stufen 2: natrium carbonate; potassium cyanide; alcohol View Scheme
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
Multi-step reaction with 2 steps 1: water; alcohol; sodium amalgam / Reaktion ueber mehrere Stufen 2: K2cr2O7; aqueous H2SO4
View Scheme
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
Hide Details
Multi-step reaction with 2 steps 1: water; alcohol; diluted sulfuric acid / Reagens 4: Natriumamalgam 2: natrium carbonate; alcohol View Scheme
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
Multi-step reaction with 2 steps 1: water; alcohol; diluted sulfuric acid / Reagens 4: Natriumamalgam 2: natrium carbonate; potassium cyanide; alcohol
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride 2: tin (II)-chloride; hydrogen chloride; diethyl ether / Reagens 4: Chloroform; und Kochen des Reaktionsprodukts mit Wasser View Scheme
Stephen
Journal of the Chemical Society, 1925 , vol. 127, p. 1876 Full Text View citing articles Show Details
134
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Rx-ID: 5598375 Find similar reactions
With ethanol; tin(ll) chloride
anschliessend kocht das erhaltene Zinndoppelsalz mit verd. Schwefelsaeure;
Sonn; Mueller
Chemische Berichte, 1919 , vol. 52, p. 1930 Full Text Show Details
A
B
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135
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Rx-ID: 5598378 Find similar reactions
Spaeth
Monatshefte fuer Chemie, 1919 , vol. 40, p. 138 Monatshefte fuer Chemie, 1921 , vol. 42, p. 263 Full Text Show Details
Hydrogenation;
136
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Rx-ID: 5598377 Find similar reactions
With sodium hydroxide
T=50 - 60°C;
Rosenmund; Zetzsche
Chemische Berichte, 1918 , vol. 51, p. 598 Full Text Show Details
137
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Rx-ID: 385430 Find similar reactions
With aniline
Zersetzen des enthaltenden Anils durch Kochen mit Schwefelsaeure;
Mauthner
Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details
138
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Rx-ID: 709763 Find similar reactions
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Mauthner
Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details
Zersetzen des entstandenen Anils mit Schwefelsaeure;
139
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Rx-ID: 7916308 Find similar reactions
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Semmler
Chemische Berichte, 1908 , vol. 41, p. 1919 Full Text Show Details
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140
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Rx-ID: 22047121 Find similar reactions
Multi-step reaction with 2 steps 1: hydrochloric acid / 20 °C / im geschlossenen Rohr 2: aniline / Zersetzen des enthaltenden Anils durch Kochen mit Schwefelsaeure View Scheme
Mauthner
Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details
Multi-step reaction with 3 steps 1: hydrochloric acid / 20 °C / im geschlossenen Rohr 2: concentrated hydrochloric acid / 20 °C 3: aniline / Zersetzen des enthaltenden Anils durch Kochen mit Schwefelsaeure View Scheme
Mauthner
Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details
141
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Rx-ID: 22056352 Find similar reactions
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid / 20 °C 2: aniline / Zersetzen des enthaltenden Anils durch Kochen mit Schwefelsaeure View Scheme
Mauthner
Chemische Berichte, 1908 , vol. 41, p. 923 Full Text Show Details
A
B
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142
Synthesize Find similar Rx-ID: 301353 Find similar reactions
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With ethanol; sodium carbonate
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
A
B
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143
Synthesize Find similar Rx-ID: 301356 Find similar reactions
With potassium cyanide; ethanol; sodium carbonate
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
144
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Rx-ID: 5598372 Find similar reactions
With potassium dichromate; acetic acid
Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
A
B
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145
Synthesize Find similar Rx-ID: 7449018 Find similar reactions
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Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details
146
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Rx-ID: 8248017 Find similar reactions
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Heffter; Capellmann
Chemische Berichte, 1905 , vol. 38, p. 3636 Full Text Show Details