Water → 1-(4-Chlorophenyl)-1,2-dihydro-3-methoxyquinoxalin-2-one

HRID 848475Notes

Reaction equation

HRID 848475 reaction equation
Cl[C:2]1[C:3](=[O:19])[N:4]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:20][O-:21].[Na+].O>CO>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([N:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:11]=[C:2]([O:21][CH3:20])[C:3]2=[O:19])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 205654663-Chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one

Product 1

HCID 205654701-(4-Chlorophenyl)-1,2-dihydro-3-methoxyquinoxalin-2-oneYield 67.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one (7.7 g) and sodium methoxide (2.0 g) in methanol (70 ml) was refluxed for 4 hours. Water was added and the product was extracted into chloroform. Evaporation of the solvent followed by crystallization from ethanol gave the title compound (5.1 g) mp 245°-247° C.

Workup

  1. extractionthe product was extracted into chloroform
  2. customEvaporation of the solvent
  3. customfollowed by crystallization from ethanol

Sources & evidence

ORD record
ord-5bc0ee4b730f4650a315b20d8aa00db9
Source dataset
uspto-grants-1981_10
Patent number
US04296114

Reaction notes

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