Water → HCID 20472964, compound

HRID 2295960Notes

Reaction equation

HRID 2295960 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[NH:8][C:6](=[O:7])[C:5]2=[CH:11][C:12]=1[Cl:13].[N+:14]([C:17]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][C:28]=2[C:37]#[N:38])=[CH:22][C:18]=1[C:19](Cl)=[O:20])([O-:16])=[O:15].O.[CH3:40]N(C)C=O>>[N+:14]([C:17]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][C:28]=2[C:37]#[N:38])=[CH:22][C:18]=1[C:19]([N:8]1[C:9](=[O:10])[C:4]2=[CH:3][C:2]([CH3:40])=[C:12]([Cl:13])[CH:11]=[C:5]2[C:6]1=[O:7])=[O:20])([O-:16])=[O:15]

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 2515434,5-DichlorophthalimideHCID 202299225-[2-Cyano-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride

Product 1

HCID 20472964HCID 20472964, compound

Procedure

The N-potassium salt of 4-chloro-5-chlorophthalimide (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]-4-methyl-5-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-c7d81ce1579e443bb2fe56c981362245
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

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