Chloroacetyl chloride → 2-Chloro-N-(4-fluorophenyl)-N-(1-methylethyl)acetamide

HRID 52797Notes

Reaction equation

HRID 52797 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[F:6][C:7]1[CH:16]=[CH:15][C:10]([NH:11][CH:12]([CH3:14])[CH3:13])=[CH:9][CH:8]=1>>[F:6][C:7]1[CH:16]=[CH:15][C:10]([N:11]([CH:12]([CH3:14])[CH3:13])[C:3](=[O:4])[CH2:2][Cl:1])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 154403Benzenamine, 4-fluoro-N-(1-methylethyl)-

Product 1

HCID 109662942-Chloro-N-(4-fluorophenyl)-N-(1-methylethyl)acetamide

Procedure

357.5 parts (3.2 mol) of chloroacetyl chloride are added dropwise over the course of 2 hours at from 10° to 20° C. to 920 parts of 4-fluoro-N-isopropylaniline solution (~3 mol of 4-fluoro-N-isopropylaniline) from Example 1. Stirring is subsequently carried out at 20° C. for one hour and then the majority of the hydrogen chloride formed is removed as a gas by heating to about 90° C.

Sources & evidence

ORD record
ord-4367e46e1ed54e49a0eb706d5cdb1095
Source dataset
uspto-grants-1997_04
Patent number
US05616799

Reaction notes

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