tert-Butyl carbazate → 2-[2-(t-butoxycarbonyl)hydrazino]-7-chloro-5-phenyl-3H-1,5-benzodiazepin-4-one

HRID 261229Notes

Reaction equation

HRID 261229 reaction equation
CS[C:3]1[CH2:4][C:5](=[O:21])[N:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:8]=2[N:9]=1.[C:22]([O:26][C:27](=[O:30])[NH:28][NH2:29])([CH3:25])([CH3:24])[CH3:23]>CN(C)C=O>[C:22]([O:26][C:27]([NH:28][NH:29][C:3]1[CH2:4][C:5](=[O:21])[N:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:8]=2[N:9]=1)=[O:30])([CH3:25])([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 70091tert-Butyl carbazateHCID 203293232-(methylthio)-7-chloro-5-phenyl-3H-1,5-benzodiazepin-4-one

Product 1

HCID 203293002-[2-(t-butoxycarbonyl)hydrazino]-7-chloro-5-phenyl-3H-1,5-benzodiazepin-4-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.16 g of 2-(methylthio)-7-chloro-5-phenyl-3H-1,5-benzodiazepin-4-one and 1.41 g of t-butylcarbazate in 60 ml of dimethyl formamide are refluxed for 20 hours while a slow stream of nitrogen is bubbled through the reaction. The reaction is worked up as described in Example 29, Method A, to give the title compound.

Workup

  1. customis bubbled through the reaction

Sources & evidence

ORD record
ord-c778f881f93046e1809a483519337438
Source dataset
uspto-grants-1979_08
Patent number
US04164580

Reaction notes

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