Water → N-[2-chloro-5-(2-chloro-4-trifluoromethylphenoxy)benzoyl]phthalimide

HRID 2295958Notes

Reaction equation

HRID 2295958 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[Cl:12][C:13]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][C:24]=2[Cl:33])=[CH:18][C:14]=1[C:15](Cl)=[O:16].O>CN(C)C=O>[Cl:12][C:13]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:31])[F:32])=[CH:25][C:24]=2[Cl:33])=[CH:18][C:14]=1[C:15]([N:5]1[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]2[C:4]1=[O:6])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 6809PhthalimideHCID 127996322-Chloro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzoyl chloride

Product 1

HCID 20472953N-[2-chloro-5-(2-chloro-4-trifluoromethylphenoxy)benzoyl]phthalimide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The N-potassium salt of phthalimide (0.025 mole) dissolved in dimethylformamide (50 ml) and 2-chloro-5-(2-chloro-4-trifluoromethylphenoxy)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-chloro-5-(2-chloro-4-trifluoromethylphenoxy)benzoyl]phthalimide.

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-f507c2164d994330a5cd67c246cdf90f
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

Loading…