Nitric Acid → HCID 18369157, compound

HRID 1699722Notes

Reaction equation

HRID 1699722 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:17])[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:9]2)=[CH:4][CH:3]=1.[N+:18]([O-])([OH:20])=[O:19].O>C(O)(=O)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:17])[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:9]2)=[CH:4][C:3]=1[N+:18]([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 18369213Ethyl 7-bromo-3-oxo-3,4-dihydroquinoxaline-2-carboxylate

Product 1

HCID 18369157HCID 18369157, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of ethyl 7-bromo-3,4-dihydro-3-oxoquinoxaline-2-carboxylate (2.60 g, 8.75 mmol) in acetic acid (35 ml) was added dropwise fuming nitric acid (1.40 ml, 31.5 mmol) at 60° C., and the mixture was stirred for 2 hours at the same temperature. The reaction mixture was poured into water (300 ml). The precipitate was collected by filtration, washed with water, and then air-dried to obtain 2.79 g of the title compound as yellow powder. Yield 93%.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customair-dried

Sources & evidence

ORD record
ord-720e309f4b534718b7f0ce39fd1c9596
Source dataset
uspto-grants-2002_02
Patent number
US06348461B1

Reaction notes

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