Chloroacetyl chloride → 2-chloro-N-(5-cyano-2-methylphenyl)acetamide

Reaction equation

[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH3:10])=[C:7]([CH:9]=1)[NH2:8])#[N:2].[Cl:11][CH2:12][C:13](Cl)=[O:14]>>[Cl:11][CH2:12][C:13]([NH:8][C:7]1[CH:9]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=1[CH3:10])=[O:14]

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 70164283-Amino-4-methylbenzonitrile

Product 1

HCID 222734112-chloro-N-(5-cyano-2-methylphenyl)acetamide

Procedure

The subtitle compound was prepared from 5-cyano-2-methylaniline (1.6 g) and chloroacetyl chloride (1.1 ml) by the method of Example 33 step (iii) as a white solid. Yield: 1.85 g

Sources & evidence

ORD record: ord-d0b2a27f980f44f9a915d37d1c4e497c
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06969713B2

Reaction notes

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