Imidazole → HCID 10493636, compound

HRID 1974489Notes

Reaction equation

HRID 1974489 reaction equation
F[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[N:8]([OH:15])[C:7](=[O:16])[C:6](=[O:17])[NH:5]2.[NH:18]1[CH:22]=[CH:21][N:20]=[CH:19]1>CN(C=O)C>[OH:15][N:8]1[C:9]2[C:4](=[CH:3][C:2]([N:18]3[CH:22]=[CH:21][N:20]=[CH:19]3)=[C:11]([N+:12]([O-:14])=[O:13])[CH:10]=2)[NH:5][C:6](=[O:17])[C:7]1=[O:16]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 10490274HCID 10490274, compound

Product 1

HCID 10493636HCID 10493636, compoundYield 48.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 370 mg of 6-fluoro-1-hydroxy-7-nitroquinoxaline-2,3-(1H,4H)-dione, 320 mg of imidazole and 37 ml of DMF was stirred at 100° C. for 4 hours. The reaction mixture was concentrated and, then, diluted with water. The aqueous layer was neutralized with hydrochloric acid and the resulting crystals were recovered by filtration and washed with water to provide 214 mg of 1-hydroxy-6-(1-imidazolyl)-7-nitroquinoxaline-2,3-(1H,4H)-dione 1/2 hydrate.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with water
  3. filtrationthe resulting crystals were recovered by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-cb49584571c14820877c866027089511
Source dataset
uspto-grants-1994_02
Patent number
US05283244

Reaction notes

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