3-Chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one → HCID 20565443, compound

HRID 848488Notes

Reaction equation

HRID 848488 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>C(O)(=O)C.[Zn]>[Cl:18][C:15]1[CH:14]=[CH:13][C:12]([N:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[NH:11][CH2:2][C:3]2=[O:19])=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 205654663-Chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one

Product 1

HCID 20565443HCID 20565443, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 3-chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one (20.0 g) in glacial acetic acid (250 ml) was added zinc powder (20.0 g) in small portions during 30 minutes. After a further 15 minutes the mixture was filtered, water was added and the product was extracted into dichloromethane. Evaporation of the solvent and recrystallisation of the residue from ethanol gave the sub-title compound mp 196°-199° C.

Workup

  1. filtrationAfter a further 15 minutes the mixture was filtered
  2. additionwater was added
  3. extractionthe product was extracted into dichloromethane
  4. customEvaporation of the solvent and recrystallisation of the residue from ethanol

Sources & evidence

ORD record
ord-6589aa323e094b04bd62c6f58317520a
Source dataset
uspto-grants-1981_10
Patent number
US04296114

Reaction notes

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