Benzyl Bromide → 6-benzyloxy-3-thiophen-2-yl-1H-quinoxalin-2-one

HRID 230230Notes

Reaction equation

HRID 230230 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)=[N:5]2.Br[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:19]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)=[N:5]2)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 210836646-hydroxy-3-thiophen-2-yl-1H-quinoxalin-2-one

Product 1

HCID 210836616-benzyloxy-3-thiophen-2-yl-1H-quinoxalin-2-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The quinoxalin-2-one of the present example is prepared treating 6-hydroxy-3-thiophen-2-yl-1H-quinoxalin-2-one from Example 43 in DMF with bromomethyl benzene in the presence of K2CO3 at a temperature between 25° C. to 80° C. The resulting reaction mixture, after workup and purification, affords 6-benzyloxy-3-thiophen-2-yl-1H-quinoxalin-2-one.

Workup

  1. customThe resulting reaction mixture
  2. customafter workup and purification

Sources & evidence

ORD record
ord-f0429738fed54f89869d86f4162bfa51
Source dataset
uspto-grants-2009_07
Patent number
US07566719B2

Reaction notes

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