Water → 1-(4-Chlorophenyl)-1,2-dihydro-3-(N-piperidyl)quinoxalin-2-one

HRID 848481Notes

Reaction equation

HRID 848481 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.[NH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.C(N(CC)CC)C.O>C(O)C>[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]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[C:3]2=[O:19])=[CH:13][CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8082PiperidineHCID 8471TriethylamineHCID 205654663-Chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one

Product 1

HCID 205654891-(4-Chlorophenyl)-1,2-dihydro-3-(N-piperidyl)quinoxalin-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one (7.5 g), piperidine (2.4 g), and triethylamine (2.9 g) in ethanol (50 ml) was stirred at 20° C. for 2 hours. Water was added and the product was extracted into chloroform. Evaporation of the solvent and recrystallisation from ethanol gave the title compound mp 184°-185° C.

Workup

  1. extractionthe product was extracted into chloroform
  2. customEvaporation of the solvent and recrystallisation from ethanol

Sources & evidence

ORD record
ord-e4921bda3faf46709a582a9c16f64894
Source dataset
uspto-grants-1981_10
Patent number
US04296114

Reaction notes

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