Potassium Carbonate → N-[2-fluoro-5-(3-chlorallyloxycarbonyl)-4-chlorophenyl]-2,3-dimethylmaleic acid imide

HRID 1381836Notes

Reaction equation

HRID 1381836 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[N:12]1[C:16](=[O:17])[C:15]([CH3:18])=[C:14]([CH3:19])[C:13]1=[O:20].C(=O)([O-])[O-].[K+].[K+].[Cl:27][CH:28]=[CH:29][CH2:30]Cl>CC(=O)CC>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([C:9]([O:11][CH2:30][CH:29]=[CH:28][Cl:27])=[O:10])=[CH:4][C:3]=1[N:12]1[C:13](=[O:20])[C:14]([CH3:19])=[C:15]([CH3:18])[C:16]1=[O:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 248831,3-DichloropropeneHCID 17802070N-(2-fluoro-4-chloro-5-carboxyphenyl)-2,3-dimethylmaleic acid imide

Product 1

HCID 53905542N-[2-fluoro-5-(3-chlorallyloxycarbonyl)-4-chlorophenyl]-2,3-dimethylmaleic acid imide

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 3 g of N-(2-fluoro-4-chloro-5-carboxyphenyl)-2,3-dimethylmaleic acid imide, 4.5 g of potassium carbonate, 1 ml of 1,3-dichloropropene and 50 ml of 2-butanone is heated under reflux for 16 hours. The precipitate is separated off and the filtrate is concentrated by evaporation. 3.3 g of N-[2-fluoro-5-(3-chlorallyloxycarbonyl)-4-chlorophenyl]-2,3-dimethylmaleic acid imide are obtained in the form of an oil. Refractive index nD24 1.5640.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours
  3. customThe precipitate is separated off
  4. concentrationthe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-319e2700d937475aa20ff1b302b1583c
Source dataset
uspto-grants-1989_02
Patent number
US04804400

Reaction notes

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