Water → 3-Chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one

HRID 848474Notes

Reaction equation

HRID 848474 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[C:10](O)[C:9]2=[O:19])=[CH:4][CH:3]=1.O.P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:10]1[C:9](=[O:19])[N:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:17]2[C:12]([N:11]=1)=[CH:13][CH:14]=[CH:15][CH:16]=2

Participants

4

Reactant 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 178516908HCID 178516908, compound

Product 1

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

Procedure

A solution of 1-(4-chlorophenyl)-1,2-dihydro-3-hydroxyquinoxalin-2-one (20 g) in phosphorus oxychloride (64 ml) was refluxed for 4 hours and then poured slowly into iced water. The resulting solid was filtered off, triturated with pentane and dried giving the title compound (19.4 g) mp>300° C.

Workup

  1. filtrationThe resulting solid was filtered off
  2. customtriturated with pentane
  3. customdried

Sources & evidence

ORD record
ord-59d8c5b2afc34b60b6b84be15093f529
Source dataset
uspto-grants-1981_10
Patent number
US04296114

Reaction notes

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