Nitric Acid → 5-Bromo-8-ethoxalylamino-7-nitroquinoline
Reaction equation
[N+:1]([O-:4])(O)=[O:2].[Br:5][C:6]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:18])=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[N:11]2>>[Br:5][C:6]1[CH:15]=[C:14]([N+:1]([O-:4])=[O:2])[C:13]([NH:16][C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:18])=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[N:11]2Participants
3
Procedure
10 ml 100% nitric acid was cooled to 0° C. and 1.0 g (3.1 mmol) 5-Bromo-8-ethoxalylaminoquinoline was added gradually. The reaction mixture was stirred at 25° C. for 1/2h and then poured into 150 ml ice-water. The precipitate was filtered off, washed with water and ethanol to give 1.0 g (88%) of 5-Bromo-8-ethoxalylamino-7-nitroquinoline. M.p. 213°-215° C.
Workup
- filtrationThe precipitate was filtered off
- washwashed with water and ethanol