Nitric Acid → HCID 10707115, compound

HRID 343809Notes

Reaction equation

HRID 343809 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH2:12][CH3:13])[NH:8][C:7](=[O:14])[C:6](=[O:15])[NH:5]2.[N+:16]([O-:19])([OH:18])=[O:17]>>[Cl:1][C:2]1[C:3]([N+:16]([O-:18])=[O:17])=[C:4]2[C:9](=[CH:10][C:11]=1[CH2:12][CH3:13])[NH:8][C:7](=[O:14])[C:6](=[O:15])[NH:5]2.[Cl:1][C:2]1[CH:3]=[C:4]2[C:9]([NH:8][C:7](=[O:14])[C:6](=[O:15])[NH:5]2)=[C:10]([N+:16]([O-:19])=[O:17])[C:11]=1[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 10823051HCID 10823051, compound

Product 2

HCID 10683434HCID 10683434, compoundHCID 10707115HCID 10707115, compoundYield 91%

Procedure

1,4-Dihydro-6-chloro-7-ethylquinoxalin-2,3-dione (2.34 g, 10.4 mmol) was added in small portions over 10 minutes to vigorously stirred concentrated nitric acid (20 ml) at room temperature. The mixture was then heated at 40° C. for 12h, cooled, and poured into ice water. The yellow solid which formed was filtered off, washed with water, and dried to give 1,4-dihydro-6-chloro-7-ethyl-5-nitroquinoxalin-2,3-dione and 1,4-dihydro-7-chloro-6-ethyl-5-nitroquinoxalin-2,3-dione (2.55 g, 91%), as a mixture (1.7:1 ratio).

Workup

  1. temperaturecooled
  2. customThe yellow solid which formed
  3. filtrationwas filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-04e07d05ceef4c6e8725a4fd04094178
Source dataset
uspto-grants-1999_01
Patent number
US05863917

Reaction notes

Loading…