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

HRID 1600344Notes

Reaction equation

HRID 1600344 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-d4257605475341aa8ffe036e483ba379
Source dataset
uspto-grants-1998_04
Patent number
US05744602

Reaction notes

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