Water → HCID 20472959, compound

HRID 2295955Notes

Reaction equation

HRID 2295955 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.[CH3:12][S:13][C:14]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:25]=2[Cl:34])=[CH:19][C:15]=1[C:16](Cl)=[O:17].O>CN(C)C=O>[CH3:12][S:13][C:14]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:26][C:25]=2[Cl:34])=[CH:19][C:15]=1[C:16]([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:17]

Participants

5

Reactant 3

HCID 962WaterHCID 6809PhthalimideHCID 204729585-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-(methylsulfanyl)benzoyl chloride

Product 1

HCID 20472959HCID 20472959, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The N-potassium salt of phthalimide (0.025 mole) dissolved in dimethylformamide (50 ml) and 2-methylthio-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-methylthio-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-9f29591590204f7a96f68df3799d866d
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

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