Benzene, 1-chloro-3-isocyanato- → 1-(3-Chlorophenylcarbamoyl)-2-nitroiminoimidazolidine

HRID 231194

Reaction equation

HRID 231194 reaction equation
[N+:1]([N:4]=[C:5]1[NH:9][CH2:8][CH2:7][NH:6]1)([O-:3])=[O:2].[Cl:10][C:11]1[CH:12]=[C:13]([N:17]=[C:18]=[O:19])[CH:14]=[CH:15][CH:16]=1>C(#N)C>[Cl:10][C:11]1[CH:12]=[C:13]([NH:17][C:18]([N:6]2[CH2:7][CH2:8][NH:9][C:5]2=[N:4][N+:1]([O-:3])=[O:2])=[O:19])[CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 17968Benzene, 1-chloro-3-isocyanato-HCID 135413413N-nitroimidazolidin-2-imine

Product 1

HCID 1363427911-(3-Chlorophenylcarbamoyl)-2-nitroiminoimidazolidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 3.9 g of 2-nitroiminoimidazolidine and 4.6 g of 3-chlorophenylisocyanate in 80 ml of dry acetonitrile was refluxed for 3 hours. After cooling to room temperature, the precipitated crystals were filtered, and washed with ether to give desired 1-(3-chlorophenylcarbamoyl)-2-nitroiminoimidazolidine. The yield was 4.7 g.

Workup

  1. filtrationthe precipitated crystals were filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-726ca0efa5c540ad98f3ea0180c3bba6
Source dataset
uspto-grants-1989_07
Patent number
US04845106

Linked notes

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