1-Methyl-7-nitro-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one (Nimetazepam)

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6 reactions in Reaxys

2017-08-01 03h:05m:03s (EST)

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O

O

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NH 2

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Rx-ID: 2799401 View in Reaxys 1/6 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

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N

O

O

Rx-ID: 6062563 View in Reaxys 2/6 Yield

Conditions & References Entspr. freie Base (XVI), CrO3 Inaba et al.; Chemical and Pharmaceutical Bulletin; vol. 19; (1971); p. 722,723,726 View in Reaxys Hydrochlorid von XVI, CrO3 Inaba et al.; Chemical and Pharmaceutical Bulletin; vol. 19; (1971); p. 722,723,726 View in Reaxys 2-Benzyloxycarbonylaminomethyl-1-methyl-5-nitro-3-phenylindol, Chromsaeureanhydrid, Eisessig Patent; Sumitomo Chem. Co.; DE1816046; (1970); ; vol. 73; nb. 120690 View in Reaxys 7-Nitro-5-phenyl-1.3-dihydro-2H-1.4-benzodiazepinon-(2), 1) CH3ONa, 2) CH3I Sternbach,L.H. et al.; Journal of Medicinal Chemistry; vol. 6; (1963); p. 261 - 265 View in Reaxys 7-Nitro-5-phenyl-3H-1,4-benzodiazepin-2(1H)-on, NaMethylat, MeJ. Patent; Reeder; Sternbach; US3141890; (1962); ; vol. 61; nb. 9514e; (1964) View in Reaxys Entsprechendes 2-Aminomethyl-indol, CrO3 Patent; Sumitomo Chem. Comp.; DE1811830; (1971); ; vol. 75; nb. 129844; (1971) View in Reaxys Entsprechendes 2-Aminomethyl-indol, O3 Patent; Sumitomo Chem. Comp.; DE1811830; (1971); ; vol. 75; nb. 129844; (1971) View in Reaxys 2-Isocyanatoacetylchlorid 1) 2-Methylamino-5-nitrobenzophenon 2) Pyridin, Δ Patent; Sumitomo Chemical Company; CH599175; (1978); DE2508332; ; vol. 83; nb. 206341 View in Reaxys

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s.a. Beisp. 28,29,31 Patent; Sumitomo Chem. Comp.; US3770767; (1968); DE1811830; ; vol. 75; nb. 129844 View in Reaxys aus dem 2,3-Dihydrodiazepin, RuO4 Patent; Hoffmann-LaRoche; US3546212; (1970); ; vol. 74; nb. 112062 View in Reaxys 2-Methylamino-5-nitro-benzophenon, Oxazolidion-2,5 Patent; Sumitomo; DE2017060; (1970); ; vol. 74; nb. 22904; (1971) View in Reaxys s.a. Beisp. 10 Patent; Sankyo Co. Ltd.; DE2164154; (1971); ; vol. 77; nb. 126704 View in Reaxys Entspr. Benzophenon-amino-Verb., Cyclisierung Patent; Hoffmann; US3121114; (1964); ; vol. 61; nb. 13332b; (1964) View in Reaxys 2-Amino-5-nitro-benzophenon, MeNHCH2-CO2H, HCl, Pyridin Patent; Hoffmann-La Roche Inc.; US3109843; (1962); ; vol. 60; nb. 2994a; (1964) View in Reaxys 5-Nitro-2-methyl-iodacetamidobenzophenon (10b), (NH4)2CO3 Sugasawa et al.; Journal of Heterocyclic Chemistry; vol. 16; (1979); p. 445,448 View in Reaxys Entspr. Stammverb., MeOSO2-C6H5 Patent; Fabr. Med. Terap.; DE2227977; (1973); ; vol. 78; nb. 111388; (1973) View in Reaxys Aus entpr. Benzophenon Patent; Hoffmann-La Roche; BE648149; (1964); ; vol. 63; nb. 14889h; (1965) View in Reaxys Entspr. Bromacetamido-benzophenon, NH3 Patent; Hoffmann-La Roche; CH414652; (1966); US3427304 View in Reaxys Entspr. Aminoketon, MeI Patent; Hoffmann-La Roche; NL6405644; (1964); ; vol. 62; nb. 16137d; (1965) View in Reaxys Entspr. 2-Amino-benzophenon, Gly-OEt*HCl Patent; Hoffmann-La Roche; DE1145626; (1963); ; vol. 60; nb. 12033h; (1964) View in Reaxys Patent; Hoffmann-La Roche Inc.; US3203990; (1962); ; vol. 64; nb. 3576f; (1966) 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

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View in Reaxys

O

O O

N

CH3X

N Cl

N O

N O

Rx-ID: 6062564 View in Reaxys 3/6 Yield

Conditions & References With sodium hydride in N,N-dimethyl-formamide Broxton; Morrison; Australian Journal of Chemistry; vol. 38; nb. 7; (1985); p. 1037 - 1043 View in Reaxys

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Rx-ID: 25278004 View in Reaxys 4/6 Yield

Conditions & References 5 : EXAMPLE 5 EXAMPLE 5 2-Milliliters of 2-isocyanatoacetyl chloride was cooled, and 0.20 g. of powdered 2-methylamino-5-nitrobenzophenone was added thereto with stirring. After stirring the resulting mixture at room temperature for one hour, excess 2-isocyanatoacetyl chloride was removed by reduced pressure distillation. To the residue was added 4 ml. of pyridine, whereby a reaction took place with generation of heat. The reaction liquid was heated at 95° C, for 1.5 hours, diluted with water and then extracted with chloroform. The chloroform layer was washed with a 5percent aqueous hydrochloric acid solution and then with an aqueous sodium chloride solution in this order, dried over Glauber's salt, and evaporated by reduced pressure distillation. Subsequently, the residue was chromatographically purified (solvent: chloroform-->ethyl acetate) by use of a column packed with 10 g. of silica gel to obtain 1-methyl-5-phenyl-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one having a melting point of 154° to 156° C. With pyridine Patent; Sumitomo Chemical Company, Limited; US3991048; (1976); (A1) English View in Reaxys

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Rx-ID: 28392426 View in Reaxys 5/6 Yield

Conditions & References Stage 1: With sodium methylate in N,N-dimethyl-formamide, Time= 1h, T= 20 °C Stage 2: in N,N-dimethyl-formamide, Time= 20h, T= 20 °C Guandalini; Cellai; Laurenzana; Scapecchi; Paoletti; Romanelli; Bioorganic and Medicinal Chemistry Letters; vol. 18; nb. 18; (2008); p. 5071 - 5074 View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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O

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N 14C

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O

Rx-ID: 6133484 View in Reaxys 6/6 Yield

Conditions & References aus 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-on-5-14C, NaOMe und MeI Yoshitake et al.; Journal of Labelled Compounds; vol. 8; (1972); p. 615,619 View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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