Hydrazine hydrate (1:1) → 3-Chloro-2-hydrazino-6-trifluoromethylquinoxaline

HRID 1720009Notes

Reaction equation

HRID 1720009 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[N:3]=1.O.[NH2:18][NH2:19]>ClCCl>[Cl:1][C:2]1[C:11]([NH:18][NH2:19])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[N:3]=1.[Cl:12][C:11]1[C:2]([NH:18][NH2:19])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][C:7]([C:13]([F:16])([F:15])[F:14])=[CH:6][CH:5]=2

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 99701892,3-Dichloro-6-(trifluoromethyl)quinoxaline

Product 2

HCID 194214383-Chloro-2-hydrazino-6-trifluoromethylquinoxalineHCID 224198042-Chloro-3-hydrazino-6-trifluoromethylquinoxaline

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The following two examples were prepared in an analogous manner from the appropriate 2(3)-chloro-3(2)-hydrazinoquinoxaline. The 2-Chloro-3-hydrazino-6-trifluoromethylquinoxaline and 3-chloro-2-hydrazino-6-trifluoromethylquinoxaline isomers were prepared from 2,3-dichloro-6-trifluoromethylquinoxaline by treatment with hydrazine hydrate in dichloromethane, and separated by column chromatography (silica gel) with toluenemethyl acetate (3:1).

Workup

  1. customseparated by column chromatography (silica gel) with toluenemethyl acetate (3:1)

Sources & evidence

ORD record
ord-d14003bab4ca4abaa52a3c5782ddd351
Source dataset
uspto-grants-1996_04
Patent number
US05504085

Reaction notes

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