Chloroacetyl chloride → N'-(2-chloroacetyl)-N-(2-nitrophenyl)-N'-phenyl-urea
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:12])([O-:3])=[O:2].[Cl:20][CH2:21][C:22](Cl)=[O:23]>>[Cl:20][CH2:21][C:22]([N:13]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:11](=[O:12])[NH:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])=[O:23]Participants
3
Procedure
A solution containing N-(2-Nitrophenyl)-N′-phenyl-urea (5.76 g) and chloroacetyl chloride (40 mL) was refluxed under nitrogen for 30 min. After the excess chloroacetyl chloride was removed in vacuo, diethyl ether (50 mL) was added and the resulting solid was filtered and dried to yield N′-(2-chloroacetyl)-N-(2-nitrophenyl)-N′-phenyl-urea as a white solid.
Workup
- temperaturewas refluxed under nitrogen for 30 min
- customAfter the excess chloroacetyl chloride was removed in vacuo, diethyl ether (50 mL)
- additionwas added
- filtrationthe resulting solid was filtered