Water → 2-chloro-N-[4-(cyanomethyl)phenyl]acetamide

HRID 1768956Notes

Reaction equation

HRID 1768956 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[NH2:6][C:7]1[CH:15]=[CH:14][C:10]([CH2:11][C:12]#[N:13])=[CH:9][CH:8]=1.O>CC(N(C)C)=O>[Cl:1][CH2:2][C:3]([NH:6][C:7]1[CH:15]=[CH:14][C:10]([CH2:11][C:12]#[N:13])=[CH:9][CH:8]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 770004-Aminophenylacetonitrile

Product 1

HCID 49623062-chloro-N-[4-(cyanomethyl)phenyl]acetamideYield 87.8%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

2-Chloroacetyl chloride (3.3 ml, 5.0 g, 44 mmol) was added dropwise at 10°-15° C. to a solution of 4-aminobenzylcyanide (5.3 g, 40 mmol) in dimethyl acetamide (20 ml) and the mixture was stirred at room temperature for one hour. After pouring into water the precipitate was collected, washed with water and dried over P2O5 under reduced pressure to give the title compound (7.33 g) as nearly colorless crystals, yield: 87.8%, mp 124°-125° C.

Workup

  1. customwas collected
  2. washwashed with water
  3. dry with materialdried over P2O5 under reduced pressure

Sources & evidence

ORD record
ord-78165c549a5d413e814d61de0f271d79
Source dataset
uspto-grants-1995_01
Patent number
US05380724

Reaction notes

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