Query Query O
Results
Date
11 reactions in Reaxys
2018-05-24 05h:34m:03s (UTC)
10 reactions in Reaxys
2018-05-24 05h:39m:07s (UTC)
H N
O N
N
1. Query O
Search as: Product, As drawn, No mixtures ) AND (IDE.XRN=757185)) 2. Query
(1. Query) AND NOT itemno in (3)
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O
H N
O N
N O
Rx-ID: 6060272 View in Reaxys 1/10 Yield
Conditions & References Sternbach,L.H. et al.; Journal of Medicinal Chemistry; vol. 6; (1963); p. 261 - 265 View in Reaxys Patent; Sumitomo Chem. Co.; DE1806106; (1967); ; vol. 71; nb. 70659m; (1969) View in Reaxys Ishizumi et al.; Chemical and Pharmaceutical Bulletin; vol. 20; (1972); p. 592,595 View in Reaxys Patent; Sumitomo Chem. Comp.; US3723464; (1971); DE1811830; ; vol. 75; nb. 129844 View in Reaxys Patent; Hoffmann-LaRoche; US3996209; (1976); ; vol. 86; nb. 140097 View in Reaxys Natsugari et al.; Chemical and Pharmaceutical Bulletin; vol. 27; (1979); p. 2084,2090 View in Reaxys Fryer et al.; Journal of Organic Chemistry; vol. 30; (1965); p. 1308,1310 View in Reaxys Patent; Hoffmann-La Roche Inc.; US3203990; (1962); ; vol. 64; nb. 3576f; (1966) View in Reaxys Patent; Hoffmann-La Roche; CH408029; (1966); ; vol. 66; nb. 55532 View in Reaxys Meguro; Kuwada; Yakugaku Zasshi; vol. 93; (1973); p. 1263,1266; ; vol. 80; nb. 27224; (1974) View in Reaxys Patent; Hoffmann-La Roche Inc.; US3109843; (1962); ; vol. 60; nb. 2994a; (1964) View in Reaxys Patent; Takeda Chem. Ind., Ltd.; DE1944404; (1968); ; vol. 72; nb. 100775m; (1970) View in Reaxys Patent; Reeder; Sternbach; US3141890; (1962); ; vol. 61; nb. 9514e; (1964) View in Reaxys Patent; Hoffmann-La Roche; US3144439; (1962); ; vol. 63; nb. 8385c; (1965) View in Reaxys Patent; Hoffmann-La Roche; DE1145626; (1963); ; vol. 60; nb. 12033h; (1964) View in Reaxys Patent; Hoffmann-La Roche; DE1136709; (1962); ; vol. 59; nb. 12827; (1963) View in Reaxys Patent; Hoffmann-La Roche; US3123529; (1962); ; vol. 60; nb. 12035; (1964) View in Reaxys Patent; Hoffmann-La Roche; US3322753; (1965); ; vol. 68; nb. 39663x View in Reaxys Patent; Hoffmann-La Roche; US3243427; (1961); ; vol. 64; nb. 19647c; (1966) View in Reaxys Patent; Hoffmann; US3121114; (1964); ; vol. 61; nb. 13332b; (1964) View in Reaxys Patent; Bahr et al.; DD61268; (1968); ; vol. 70; nb. 68444y; (1969) View in Reaxys Patent; Aktielskabet Grindst.; BE711409; (1968); ; vol. 70; nb. 57915b; (1969) View in Reaxys Vichljaev et al.; Fiziologicheski Aktivnye Veshchestva (1966-1992); vol. 3; (1971); p. 265,266-279; ; vol. 77; nb. 88459e; Chem. Zentralbl.; Ref.Zh.Khim. 1971, 17, 351 View in Reaxys Schmitt et al.; Chimica Therapeutica; vol. 4; (1969); p. 239,244 View in Reaxys
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Nedenskov; Mandrup; Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry; vol. 31; (1977); p. 701,704 View in Reaxys Patent; Sumitomo Chem. Co.; CH544100; (1970); DE2056265; ; vol. 75; nb. 63770 View in Reaxys Patent; Sumitomo; DE2017060; (1970); ; vol. 74; nb. 22904; (1971) View in Reaxys Patent; Sumitomo Chemical Co., Ltd.; JP6917138; (1966); ; vol. 72; nb. 12779k; (1970) View in Reaxys Patent; Specta Intern.; FR2260580; (1975); DE2504937; (1975); ; vol. 84; nb. 44186 View in Reaxys Patent; Bahr; Roehnert; DD74548; (1969); ; vol. 74; nb. 100115n; (1971) View in Reaxys Patent; Hoffmann-La Roche; CH568303; (1975); DE2334273; ; vol. 80; nb. 108590 View in Reaxys Patent; Takeda yakukhin Kogyo; JP26302; (1969); Ref. Zh., Khim.; vol. 13; nb. N455P; (1970) View in Reaxys Patent; F. Hoffmann-La Roche and Co. AG; CH567006; (1975); ; vol. 79; nb. 42575 View in Reaxys Patent; Takeda Chem. Ind.; DE2137411; (1972); ; vol. 77; nb. 19685 View in Reaxys Patent; Takeda Chem. Ind.; JP7134435; (1968); ; vol. 76; nb. 3915g; (1972) View in Reaxys Patent; Bahr et al.; DD68909; ; vol. 72; nb. 90279; Ref. Zh., Khim.; vol. 13; nb. H456; (1970) View in Reaxys Patent; Takeda Chem. Ind., Ltd.; DE1931870; (1968); ; vol. 72; nb. 100770f; (1970) View in Reaxys Patent; Hoffmann-La Roche; CH414652; (1966); US3427304 View in Reaxys Patent; Hoffmann-La Roche and Co.; AT341527; (1973); DE2340159; ; vol. 80; nb. 133491; (1974) View in Reaxys Patent; Hoffmann-LaRoche; NL6407796; (1963); ; vol. 63; nb. 1808fg; (1965) View in Reaxys Patent; Gedeon Richter Veg. Gyar R:T.; HU155373; (1966); ; vol. 70; nb. 87865c; (1969) View in Reaxys Patent; Hoffmann-LaRoche; US3546212; (1970); ; vol. 74; nb. 112062 View in Reaxys Patent; Sumitomo; JP4452327; (1976); Ref. Zh., Khim.; nb. 110139P; (1977) View in Reaxys Patent; Hoffmann-La Roche; US3335181; (1964); ; vol. 68; nb. 69056u; (1968) View in Reaxys Patent; Sumitomo Chemical; JP7006029; (1966); ; vol. 72; nb. 121597v; (1970) View in Reaxys Beyer; Sadée; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 302; nb. 2; (1969); p. 152 - 157 View in Reaxys 3 Patent; UNIVERSITA' DEGLI STUDI DI FIRENZE; A.I.L. FIRENZE SEZIONE AUTONOMA DI FIRENZE DELL'ASSOCIAZIONE ITALIANA CONTRO LE LEUCEMIE, LINFOMI E MIELOMA - ONLUS; WO2009/81349; (2009); (A1) English View in Reaxys
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O
O
NH
H N
NH O
O O
O
N
O
N
N O
O
Rx-ID: 28392399 View in Reaxys 2/10 Yield
Conditions & References With triethylamine in dichloromethane, Time= 30h, T= 40 °C , Inert atmosphere Guandalini; Cellai; Laurenzana; Scapecchi; Paoletti; Romanelli; Bioorganic and Medicinal Chemistry Letters; vol. 18; nb. 18; (2008); p. 5071 - 5074 View in Reaxys O
O N
(v2)
N
Au
(v4)
HS
P
N O
O
O
N
(v4)
P
H N
Au
N
S
(v2)
O
Rx-ID: 26622588 View in Reaxys 3/10 Yield
Conditions & References
86 %
in methanol, stirring of a soln. of thiol and Au-compd. in MeOH for 1 h at room temp.; evapn. to dryness, dissolving of residue with diethyl ether gives ligand(IR, mp), evapn. of ether soln. to dryness, dissolving of residue in CHCl3, addn. of hexane, elem. anal. Cinellu, Maria Agostina; Stoccoru, Sergio; Minghetti, Giovanni; Bandini, Anna Laura; Demartin, Francesco; Inorganica Chimica Acta; vol. 168; (1990); p. 33 - 42 ; (from Gmelin) View in Reaxys O O
H N
O N
O
P
N
(v4)
Au (v2)
N
Au
(v4)
O
P
N
N
(v2)
Cl O
Rx-ID: 26853706 View in Reaxys 4/10 Yield
Conditions & References With HCl in methanol, addn. of HCl to a methanolic soln. of Au-compd.; filtn. of Ph3PAuCl, concn. of mother soln., filtn. of ppt. gives NITRAZEPAM
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Cinellu, Maria Agostina; Stoccoru, Sergio; Minghetti, Giovanni; Bandini, Anna Laura; Demartin, Francesco; Inorganica Chimica Acta; vol. 168; (1990); p. 33 - 42 ; (from Gmelin) View in Reaxys O
H N
NH 2
NH
O
O
N
N
N O
O
Rx-ID: 2792288 View in Reaxys 5/10 Yield
Conditions & References With chromic acid Krichevskii, E. S.; Romanova, O. B.; Grinev, A. N.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 19; nb. 12; (1983); p. 1302 - 1305; Khimiya Geterotsiklicheskikh Soedinenii; vol. 19; nb. 12; (1983); p. 1648 - 1651 View in Reaxys
O
H N
O
O N
N O
O
Cl
N
H
O
N HN
O
Rx-ID: 2632527 View in Reaxys 6/10 Yield
Conditions & References
84 %
With ammonium chloride in ethanol, Heating Hannoun; Zinic; Kolbah; et al.; Journal of Heterocyclic Chemistry; vol. 18; nb. 5; (1981); p. 963 - 965 View in Reaxys
O
O
H N
N O
O
O N
N
N N
O
O N O N
O
O N O
Rx-ID: 2637198 View in Reaxys 7/10 Yield 85 %
Conditions & References With ammonium chloride in ethanol, Heating Hannoun; Zinic; Kolbah; et al.; Journal of Heterocyclic Chemistry; vol. 18; nb. 5; (1981); p. 963 - 965
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View in Reaxys Reaction Steps: 2 1: 81 percent / conc. hydrochloric acid / CHCl3; aq. ethanol / 0.25 h / Ambient temperature 2: 84 percent / ammonium chloride / ethanol / Heating With hydrogenchloride, ammonium chloride in ethanol, chloroform Hannoun; Zinic; Kolbah; et al.; Journal of Heterocyclic Chemistry; vol. 18; nb. 5; (1981); p. 963 - 965 View in Reaxys O
H N
O N
O
O N
N O
O NH Cl
O
Rx-ID: 21394982 View in Reaxys 8/10 Yield
Conditions & References Reaction Steps: 3 1: 88 percent / aq. ethanol / 60 deg C, 1 h, then reflux, 1.5 h 2: 81 percent / conc. hydrochloric acid / CHCl3; aq. ethanol / 0.25 h / Ambient temperature 3: 84 percent / ammonium chloride / ethanol / Heating With hydrogenchloride, ammonium chloride in ethanol, chloroform Hannoun; Zinic; Kolbah; et al.; Journal of Heterocyclic Chemistry; vol. 18; nb. 5; (1981); p. 963 - 965 View in Reaxys O N
O
N N
N
O
N
NH Cl
O
O
O
H N
N O
O
O
O N
N O
N
N
O
N
O
O N O
N HN
N O
O
O N O
Rx-ID: 4075284 View in Reaxys 9/10 Yield 11 %
Conditions & References With urotropin hydrochloride in methanol, water, Heating Clarke, George M.; Lee, J. Barry; Swinbourne, Frederick J.; Williamson, Basil; Journal of Chemical Research, Miniprint; nb. 12; (1980); p. 4777 - 4793
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View in Reaxys O
H N
O N
O
O
O N
O
N
S
O
O
HO
NH Cl
O
Rx-ID: 25259705 View in Reaxys 10/10 Yield
Conditions & References 6 : EXAMPLE 6 EXAMPLE 6 To a 2-liter, 4-necked flask equipped with a stirrer, a reflux condenser and an ammonia tube, there was added 600 ml. of ethanol and 37.9 g. of hexamethylenetetramine with stirring. Ammonia was bubbled through the resultant reaction medium with stirring until reflux temperature was reached. Then there was carefully added to the refluxing solution 40.0 g. of 2-chloroacetamido-5-nitro benzophenone. Ammonia is steadily bubbled into the reaction mixture while continuing to reflux for three hours. The resultant solution was cooled, evaporated to dryness at 50° C. The residue was dissolved in 300 ml. of toluene. 0.3 G. of paratoluene sulfonic acid was added to the resultant solution. The solution was heated to reflux. The refluxing was continued for 1 hour. The reaction medium was then permitted to cool to room temperature. The product which separated was filtered off, washed with water and dried. This material was taken up in 435 ml. of methylene chloride. It was then filtered through Hyflo. Upon the addition of 90 ml. of 3N nitric acid to the filtrate, crystals appeared. They were filtered off, washed with methylenechloride and dried for 15 minutes. The crystals were added to 1 liter of water with stirring. Ammonium hydroxide was then carefully added to the resultant medium until a pH of about 8 was reached. After stirring the resultant medium for 1/2 hours, the crystalline precipitate which formed were filtered off, washed with cold water and dried at 80° for 8 hours yielding 1,3-dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one of melting point 217°-219°. With ammonium hydroxide, hexamethylenetetramine, ammonia, nitric acid in ethanol, dichloromethane, water, toluene Patent; Hoffmann-La Roche Inc.; US3996209; (1976); (A) English View in Reaxys
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