Nitric Acid → HCID 15908945, compound

HRID 1699721Notes

Reaction equation

HRID 1699721 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:16])[C:8]([C:12]([O:14][CH3:15])=[O:13])=[N:9]2)=[CH:4][CH:3]=1.[N+:17]([O-])([OH:19])=[O:18].O>C(O)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:16])[C:8]([C:12]([O:14][CH3:15])=[O:13])=[N:9]2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 15908944Methyl 7-chloro-3-oxo-3,4-dihydroquinoxaline-2-carboxylate

Product 1

HCID 15908945HCID 15908945, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 7-chloro-3,4-dihydro-3-oxoquinoxaline-2-carboxylate (106 mg, 444 μmol) in acetic acid (1 ml) was added a solution of fuming nitric acid (39.5 μl, 888 μmol) in acetic acid (0.2 ml), and the mixture was stirred for 1 hour at 60° C. Water (10 ml) was added to the reaction mixture. The precidpitate was collected by filtration, washed with water, and then air-dried to obtain 66.6 mg of the title compound as yellow powder. Yield 53%.

Workup

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

Sources & evidence

ORD record
ord-3fc04c390ecf4e7db900386fe6070d2b
Source dataset
uspto-grants-2002_02
Patent number
US06348461B1

Reaction notes

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