Nitric Acid → HCID 9816093, compound

HRID 343804Notes

Reaction equation

HRID 343804 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[NH:8][C:7](=[O:13])[C:6](=[O:14])[NH:5]2.[N+:15]([O-])([OH:17])=[O:16]>>[CH3:12][C:11]1[C:10]([N+:15]([O-:17])=[O:16])=[C:9]2[C:4](=[CH:3][C:2]=1[CH3:1])[NH:5][C:6](=[O:14])[C:7](=[O:13])[NH:8]2

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 2476706,7-Dimethyl-2,3-quinoxalinediol

Product 1

HCID 9816093HCID 9816093, compoundYield 60%

Conditions

Temperature
20 °C

Procedure

1,4-Dihydro-6,7-dimethylquinoxalin-2,3-dione (J. Liebigs Ann. Chem., 1982, 754-761, 10.0 g, 52.6 mmol) was added in portions over 10 minutes to concentrated nitric acid (density, 1.42 gcm-3, 100 ml) at 0° C. After 5 minutes, the cooling bath was removed and the mixture was stirred at 20° C. for 7 hours, using cooling when necessary to maintain this temperature. The solution was poured into iced water, and the resulting solid filtered off and dried under reduced pressure at 75° C. to give 1,4-dihydro-6,7-dimethyl-5-nitroquinoxalin-2,3-dione (7.44 g, 60%) as a pale yellow solid, mp 280°-290° C. (dec.) (from dimethylformamide/water).

Workup

  1. customthe cooling bath was removed
  2. temperatureusing cooling when necessary
  3. temperatureto maintain this temperature
  4. additionThe solution was poured into iced water
  5. filtrationthe resulting solid filtered off
  6. customdried under reduced pressure at 75° C.

Sources & evidence

ORD record
ord-cdd7c456e5714e209ef91c982e432946
Source dataset
uspto-grants-1999_01
Patent number
US05863917

Reaction notes

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