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

HRID 2163296Notes

Reaction equation

HRID 2163296 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-dd1f5434285245b7aa938b105fddf15b
Source dataset
uspto-grants-1979_01
Patent number
US04133809

Reaction notes

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