Water → HCID 20283993, compound

HRID 903115Notes

Reaction equation

HRID 903115 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].C(Cl)(Cl)(Cl)[Cl:19].ClN1C(=O)CCC1=O.O>CCOCC>[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:19])[C:4]#[N:5]

Participants

6

Reactant 4

HCID 962WaterHCID 5943Carbon TetrachlorideHCID 31398ChlorosuccinimideHCID 134578853-Methyl-2-[4-(trifluoromethyl)anilino]butanenitrile

Product 1

HCID 20283993HCID 20283993, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

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

Workup

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

Sources & evidence

ORD record
ord-97366a324abd43a2b5edd838f972b107
Source dataset
uspto-grants-1980_10
Patent number
US04226802

Reaction notes

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