Water → 7-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

HRID 1764538Notes

Reaction equation

HRID 1764538 reaction equation
C(S[C:9]1[CH2:15][N:14]=[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:12]2[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:11]=2[N:10]=1)C1C=CC=CC=1.O.O.[NH2:29][NH2:30]>CO.O1CCCC1>[Cl:26][C:23]1[CH:24]=[CH:25][C:11]2[N:10]=[C:9]([NH:29][NH2:30])[CH2:15][N:14]=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:12]=2[CH:22]=1

Participants

6

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 22768401HCID 22768401, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Thus obtained 2-benzylmercapto-7-chloro-5-phenyl-3H-1,4-benzodiazepine (4 parts) is dissolved in 100 parts by volume of a mixture of methanol and tetrahydrofuran (1:1) and 10 parts by volume of hydrazine hydrate is added thereto. After being left standing overnight at room temperature, the reaction mixture is poured into water and extracted with chloroform. The chloroform layer is washed with water and dried over sodium sulfate. Evaporation of the solvent affords 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine. Recrystallization from a mixture of chloroform and benzene gives colorless crystals. M.P. 203°-205° C (decomposition). Thus obtained product is identical with the product prepared in Examples 1 and 9.

Workup

  1. additionis added
  2. waitAfter being left
  3. extractionextracted with chloroform
  4. washThe chloroform layer is washed with water
  5. dry with materialdried over sodium sulfate
  6. customEvaporation of the solvent

Sources & evidence

ORD record
ord-db496511f23b47e189c1b9929967281b
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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