7-chloro 5-(2-chlorophenyl)-1,3-dihydro-2H-(1,4)-benzodiazepine-2-thione → HCID 178521284, compound

HRID 1730393Notes

Reaction equation

HRID 1730393 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=S)[CH2:9][N:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[C:6]=2[CH:20]=1.[C:21]1(=[O:36])[N:25]([CH2:26][C:27](=[O:30])[CH2:28][NH2:29])[C:24](=[O:31])[C:23]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:22]12>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:29][CH2:28][C:27]([CH2:26][N:25]3[C:21](=[O:36])[C:22]4=[CH:35][CH:34]=[CH:33][CH:32]=[C:23]4[C:24]3=[O:31])=[O:30])[CH2:9][N:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[C:6]=2[CH:20]=1

Participants

4

Reactant 2

HCID 8267037-chloro 5-(2-chlorophenyl)-1,3-dihydro-2H-(1,4)-benzodiazepine-2-thioneHCID 21497500HCID 21497500, compound

Product 1

HCID 178521284HCID 178521284, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 7-chloro-1,3-dihydro-5-(o-chlorophenyl)-2H-1,4-benzodiazepine-2-thione (18g, 56 mmole) and (3-phthalimidoacetonyl)amine, ethylene ketal (28.88 g, 112mmole) in 800 ml. of absolute ethanol is heated on a steambath, under nitrogen for 24 hours. The above mixture is then evaporated to dryness in vacuo to give 27 g (84%) of 7-chloro-5-(o-chlorophenyl)-2-[(3-phthalimidoacetonyl)amino]-3H-1,4-benzodiazepine, ethylene ketal as a buff-colored compound of melting point 180°-190° C. An analytical sample recrystallized from methanol ethyl acetate has a melting point of 200°-202° C.

Workup

  1. customThe above mixture is then evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-5ba2d09b36744680bc6012777b4e4492
Source dataset
uspto-grants-1976_11
Patent number
US03992408

Reaction notes

Loading…