Nitric Acid → HCID 9816093, compound

HRID 1458568Notes

Reaction equation

HRID 1458568 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 (10.0 g, 52.6 mmol --see J. Liebigs Ann. Chem., 1982, 754-761) 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. The solution was poured into iced water, and the resulting solid filtered off and dried in vacuo 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, m.p. 280-290° C. (dec.) from dimethylformamide/water).

Workup

  1. customthe cooling bath was removed
  2. temperatureusing cooling when necessary
  3. additionThe solution was poured into iced water
  4. filtrationthe resulting solid filtered off
  5. customdried in vacuo at 75° C.

Sources & evidence

ORD record
ord-8033a49ad5bd4affa5e24cb95a123108
Source dataset
uspto-grants-1998_12
Patent number
US05852016

Reaction notes

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