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

HRID 2295957Notes

Reaction equation

HRID 2295957 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.[N+:12]([C:15]1[CH:23]=[CH:22][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][C:26]=2[C:35]#[N:36])=[CH:20][C:16]=1[C:17](Cl)=[O:18])([O-:14])=[O:13].O>CN(C)C=O>[N+:12]([C:15]1[CH:23]=[CH:22][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:27][C:26]=2[C:35]#[N:36])=[CH:20][C:16]=1[C:17]([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:18])([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 6809PhthalimideHCID 202299225-[2-Cyano-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride

Product 1

HCID 20472961N-[2-nitro-5-(2-cyano-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-nitro-5-(2-cyano-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-nitro-5-(2-cyano-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-8f120d4b099b4c78ad14565be1306175
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

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