Ethanol → HCID 19438766, compound

HRID 1733872Notes

Reaction equation

HRID 1733872 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[NH:12][C:11](=[O:16])[C:10](=[O:17])[N:9]3[OH:18])[CH:5]=[CH:4][N:3]=[CH:2]1.C(O)C.[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>P([O-])(O)(O)=O.[K+]>[CH2:22]([O:18][N:9]1[C:8]2[C:13](=[CH:14][CH:15]=[C:6]([N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)[CH:7]=2)[NH:12][C:11](=[O:16])[C:10]1=[O:17])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 7498Benzyl BromideHCID 19438774HCID 19438774, compound

Product 1

HCID 19438766HCID 19438766, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 516951Monobasic potassium phosphateSolvent

Procedure

To a solution of 6-(1H-imidazol-1-yl)-4-hydroxyquinoxaline-2,3(1H,4H)-dione (10.4 g; ~42.6 mmol) in 500 ml 1M potassium dihydrogen phosphate buffer pH 7.4, was added 500 ml ethanol and then 15.0 ml (~126 mmol) benzylbromide. Stirring was continued at 25° C. overnight. The precipitate was filtered off and washed with ethanol to give the title compound (9.8 g; 69%). M.p. 230° C. (decomp.).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-346190057b204eb68b4eee5102a2c1dc
Source dataset
uspto-grants-1996_07
Patent number
US05532236

Reaction notes

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