Hydrazine hydrate (1:1) → 7-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

HRID 1764508Notes

Reaction equation

HRID 1764508 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10](SC)[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1.O.[NH2:22][NH2:23]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:22][NH2:23])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 125708587-chloro-2-methylmercapto-5-phenyl-3H-1,4-benzodiazepine

Product 1

HCID 123908747-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2 parts of 7-chloro-2-methylmercapto-5-phenyl-3H-1,4-benzodiazepine in 70 parts by volume of ethanol is added 5 parts by volume of 80% hydrazine hydrate and the mixture is allowed to stand at room temperature for 3 days. After evaporation of the solvent, a small amount of water is added to the residue, whereby 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine is obtained as crystals. Recrystallization from a mixture of methylene chloride and benzene gives crystals. Melting point; 175° C (browning), 205° C to 207° C (decomposition).

Workup

  1. customAfter evaporation of the solvent
  2. additiona small amount of water is added to the residue

Sources & evidence

ORD record
ord-eb85c040b11f49ff8a41547bce63bf81
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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