Hydrochloric Acid → 1-methyl-4-oxo-7-(trifluoromethyl)-5H-imidazo[1,2-a]quinoxaline-2-carboxylic acid

HRID 1599409Notes

Reaction equation

C([O:3][C:4]([C:6]1[N:7]=[C:8]2[C:17](=[O:18])[NH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:19]([F:22])([F:21])[F:20])[CH:14]=3)[N:9]2[C:23]=1[CH3:24])=[O:5])C.O.Cl>[OH-].[K+]>[C:4]([C:6]1[N:7]=[C:8]2[C:17](=[O:18])[NH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:19]([F:20])([F:21])[F:22])[CH:14]=3)[N:9]2[C:23]=1[CH3:24])([OH:5])=[O:3]

Participants

Conditions

Temperature: 80 °C

Procedure

A suspension of 2-ethoxycarbonyl-1-methyl-7-trifluoromethylimidazo [1,2-a]quinoxalin-4(5H)-one (960 mg, 2.8 mmol) in 2M potassium hydroxide (30 ml) was stirred at 80° C. for 4 h. The reaction mixture was added water (25 ml) and pH adjusted to pH 7 with 1N hydrochloride acid. The precipitate was filtered off and washed with water. Recrystallization from glacial acetic acid afforded 650 mg (74%) of the title compound as the acetate. M.p. >250° C.

Workup

filtrationThe precipitate was filtered off
washwashed with water
customRecrystallization from glacial acetic acid

Sources & evidence

ORD record: ord-86f97a0cfbce484890ff5851edebd6f3
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05741785

Reaction notes

Loading…