Benzyl Bromide → HCID 19438782, compound

HRID 1733880Notes

Reaction equation

HRID 1733880 reaction equation
[OH:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH3:21])=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=2)[NH:5][C:4](=[O:22])[C:3]1=[O:23].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C.P([O-])(O)(O)=O.[K+]>[CH2:24]([O:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH3:21])=[C:9]([C:12]([F:13])([F:14])[F:15])[CH:10]=2)[NH:5][C:4](=[O:22])[C:3]1=[O:23])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 2

HCID 7498Benzyl BromideHCID 19438752HCID 19438752, compound

Product 1

HCID 19438782HCID 19438782, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 516951Monobasic potassium phosphateSolvent

Procedure

To a solution of 5.3 g (~16.3 mmol) of 1-hydroxy-6-(2-methyl-1H-imidazol-1-yl)-7-trifluoromethylquinoxaline-2,3(1H,4H)-dione in a mixture of 80 ml ethanol and 80 ml 1M potassium dihydrogen phosphate buffer pH 7.4 was added 2.1 ml (17.7 mmol) benzylbromide. Stirring was continued at 25° C. for 1 h. The precipitate was filtered off and washed with water and a little ice-cooled ethanol to give the title compound (5.2 g; 78%). M.p. 156° C. (decomp.).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with water
  3. temperaturea little ice-cooled ethanol

Sources & evidence

ORD record
ord-373a2abfb6324d3abb0ff9b9c9cd788b
Source dataset
uspto-grants-1996_07
Patent number
US05532236

Reaction notes

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