Water → 1-Benzyloxy-7-cyano-3-hydrazino-6-trifluoromethylquinoxalin-2(1H)-one

HRID 744007Notes

Reaction equation

HRID 744007 reaction equation
[CH2:1]([O:8][N:9]1[C:18]2[C:13](=[CH:14][C:15]([C:21]([F:24])([F:23])[F:22])=[C:16]([C:19]#[N:20])[CH:17]=2)[N:12]=[C:11](Cl)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:28][NH2:29].O>ClCCl>[CH2:1]([O:8][N:9]1[C:18]2[C:13](=[CH:14][C:15]([C:21]([F:24])([F:23])[F:22])=[C:16]([C:19]#[N:20])[CH:17]=2)[N:12]=[C:11]([NH:28][NH2:29])[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 194214221-Benzyloxy-3-chloro-7-cyano-6-trifluoromethylquinoxalin-2(1H)-one

Product 1

HCID 194214261-Benzyloxy-7-cyano-3-hydrazino-6-trifluoromethylquinoxalin-2(1H)-oneYield 97.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5.2 g (13.7 mmol) of 1-benzyloxy-3-chloro-7-cyano-6-trifluoromethylquinoxalin-2(1H)-one in 150 ml of dichloromethane was added 2.7 ml of hydrazine monohydrate (~55.7 mmol) at 0° C. Stirring was continued at 0° C. for 1 h. The evaporated reaction mixture was stirred with water to give the title compound (5.0 g; 97%).

Workup

  1. customThe evaporated reaction mixture

Sources & evidence

ORD record
ord-71e6dd95b5614ec5b15ece5355be437c
Source dataset
uspto-grants-1996_09
Patent number
US05559106

Reaction notes

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