Hydrazine hydrate (1:1) → 1-Benzyloxy-3-hydrazino-7-trifluoromethylquinoxalin-2(1H)-one

HRID 744012Notes

Reaction equation

[CH2:1]([O:8][N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]([F:22])([F:21])[F:20])[CH:17]=2)[N:12]=[C:11](Cl)[C:10]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:26][NH2:27]>ClCCl>[CH2:1]([O:8][N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]([F:22])([F:21])[F:20])[CH:17]=2)[N:12]=[C:11]([NH:26][NH2:27])[C:10]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture of 1-benzyloxy-3-chloro-7-trifluoromethylquinoxalin-2(1H)-one (27 g, 76 mmol) and hydrazine hydrate (14.7 ml, 0.30 mol) in 250 ml of dichloromethane was stirred at 0° C. for 2 h. The precipitate was isolated by filtration, washed with dichloromethane and water and dried to give 22.8 g (76%) of the title compound. M.p. 174°-176° C.

Workup

customThe precipitate was isolated by filtration
washwashed with dichloromethane and water
customdried

Sources & evidence

ORD record: ord-c0534d16434d486e9a6801067c32940f
Source dataset: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05559106

Reaction notes

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