Aniline → N-phenylcarbamoyl chloride

HRID 434530

Reaction equation

HRID 434530 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1(C)C=CC=CC=1>[C:6]1([NH:5][C:1]([Cl:4])=[O:2])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 6371Phosgene

Product 1

HCID 576741N-phenylcarbamoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The intermediate is then reacted with a secondary amine in an aprotic solvent such as toluene at temperatures from room temperature or below up to the boiling point of the solvent. An example of this process is the reaction of phosgene with aniline to yield the intermediate N-(phenyl)carbamyl chloride which is then reacted with N-benzyl-n-butylamine to yield 1-benzyl-1-(n-butyl)-3-(phenyl)urea.

Sources & evidence

ORD record
ord-e87810831aea4dcca6a2fde26a49ebcc
Source dataset
uspto-grants-1983_08
Patent number
US04397868

Linked notes

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