Water → HCID 20283993, compound

HRID 462659Notes

Reaction equation

HRID 462659 reaction equation
[CH3:1][CH:2]([CH3:17])[CH:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1)[C:4]#[N:5].[Cl:18]N1C(=O)CCC1=O.O.CCOCC>C(Cl)(Cl)(Cl)Cl>[CH3:1][CH:2]([CH3:17])[CH:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[CH:9][C:8]=1[Cl:18])[C:4]#[N:5]

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 31398ChlorosuccinimideHCID 134578853-Methyl-2-[4-(trifluoromethyl)anilino]butanenitrile

Product 1

HCID 20283993HCID 20283993, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 484 mg (2 mmol) of 3-methyl-2-(4-trifluoromethylphenylamino)butyronitrile in 5 ml of carbon tetrachloride was added 267 mg (2 mmol) of N-chlorosuccinimide. The mixture was heated at 65°. After about 48 hours, the mixture was poured into water and ether. The organic fraction was separated, washed with water and brine, dried over sodium sulfate, and solvent removed to give 3-methyl-2-(2-chloro-4-trifluoromethylphenylamino)butyronitrile in virtually quantitative yield.

Workup

  1. temperatureThe mixture was heated at 65°
  2. customThe organic fraction was separated
  3. washwashed with water and brine
  4. dry with materialdried over sodium sulfate, and solvent
  5. customremoved

Sources & evidence

ORD record
ord-016dedbd6cda424db01dc229fac07a87
Source dataset
uspto-grants-1985_05
Patent number
US04517130

Reaction notes

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