Diethyl Ether → HCID 22768403, compound

HRID 1764528Notes

Reaction equation

HRID 1764528 reaction equation
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OCC)C.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[N:26]=[C:25]([NH:27][NH2:28])[CH2:24][N:23]=[C:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:21]=2[CH:35]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[N:26]=[C:25]([NH:27][NH:28][C:8](=[O:9])[CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:24][N:23]=[C:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:21]=2[CH:35]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 7679Phenylacetyl chlorideHCID 8471TriethylamineHCID 123908747-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

Product 1

HCID 22768403HCID 22768403, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In a similar manner to Example 31, a solution of 0.85 part of phenylacetyl chloride in 10 parts by volume of diethyl ether is added to a mixture of 1.4 parts of 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine, 1 part by volume of triethylamine and 25 parts by volume of chloroform. The whole mixture is stirred for 45 minutes, whereby 7-chloro-2-(2-phenylacetylhydrazino)-5-phenyl-3H-1,4-benzodiazepine is yielded as crystals. Recrystallization from a mixture of dimethylformamide and water yields colorless fine prisms melting at 220° C to 221° C (effervescence).

Sources & evidence

ORD record
ord-67e7d2efe90940a0be5eb7ab1dc2c0d0
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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