Nitric Acid → 5-Bromo-8-ethoxalylamino-7-nitroquinoline

HRID 1090079Notes

Reaction equation

HRID 1090079 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]2

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 47744235-Bromo-8-ethoxalylaminoquinoline

Product 1

HCID 117264985-Bromo-8-ethoxalylamino-7-nitroquinolineYield 88%

Conditions

Temperature
25 °C

Procedure

100 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 1/2 h 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

  1. filtrationThe precipitate was filtered off
  2. washwashed with water and ethanol

Sources & evidence

ORD record
ord-a0aac2ee7d324e73a0b1c767a57254d6
Source dataset
uspto-grants-1992_01
Patent number
US05081123

Reaction notes

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