Chloroacetyl chloride → N'-(2-chloroacetyl)-N-(2-nitrophenyl)-N'-phenyl-urea

HRID 1387670Notes

Reaction equation

HRID 1387670 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

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 4109613N-(2-Nitrophenyl)-N'-phenyl-urea

Product 1

HCID 15538106N'-(2-chloroacetyl)-N-(2-nitrophenyl)-N'-phenyl-urea

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

  1. temperaturewas refluxed under nitrogen for 30 min
  2. customAfter the excess chloroacetyl chloride was removed in vacuo, diethyl ether (50 mL)
  3. additionwas added
  4. filtrationthe resulting solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-1b0b829a6668410aadf71243d6096bee
Source dataset
uspto-grants-2001_07
Patent number
US06268496B1

Reaction notes

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