Water → HCID 20472955, compound

HRID 2295959Notes

Reaction equation

HRID 2295959 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[NH:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.[C:13]([C:15]1[CH:23]=[CH:22][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:26]=2[Cl:32])=[CH:20][C:16]=1[C:17](Cl)=[O:18])#[N:14].O>CN(C)C=O>[C:13]([C:15]1[CH:23]=[CH:22][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:26]=2[Cl:32])=[CH:20][C:16]=1[C:17]([N:8]1[C:9](=[O:10])[C:4]2=[CH:3][C:2]([Cl:1])=[CH:12][CH:11]=[C:5]2[C:6]1=[O:7])=[O:18])#[N:14]

Participants

5

Reactant 3

HCID 962WaterHCID 2312394-Chloro-phthalimideHCID 202299172-Cyano-5-(2,4-dichlorophenoxy)benzoyl chloride

Product 1

HCID 20472955HCID 20472955, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The N-potassium salt of 4-chlorophthalimide (0.025 mole) dissolved in dimethylformamide (50 ml) and 2-cyano-5-(2,4-dichlorophenoxy)benzoyl chloride (0.025 mole) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The reaction mixture is stirred at room temperature for a period of about 8 hours. After this time the mixture is poured into water (150 ml) and is extracted twice with toluene. The toluene extracts are combined and stripped of solvent leaving a solid residue. This residue is recrystallized to yield the desired product N-[2-cyano-5-(2,4-dichlorophenoxy)benzoyl]-4-chlorophthalimide.

Workup

  1. customequipped with a mechanical stirrer
  2. extractionis extracted twice with toluene
  3. customleaving a solid residue
  4. customThis residue is recrystallized

Sources & evidence

ORD record
ord-7cc46975059340a3826b909bd82e4ad7
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

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