4-Chlorophenyl Isocyanate → 3-amino-1-(4-chlorophenyl)urea

HRID 1707591Notes

Reaction equation

HRID 1707591 reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1>ClCCCl>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:12])[NH:1][NH2:2])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 9321Hydrazine

Product 1

HCID 27578593-amino-1-(4-chlorophenyl)urea

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Hydrazine (0.83 mL, 26.4 mmol) is added dropwise to a solution of 4-chlorophenyl isocyanate (3.85 g, 25.1 mmol) in 1,2-dichloroethane. The reaction mixture is stirred overnight at room temperature and filtered. The filter cake is washed with ether and dried to give the title product as a white solid, 4.28 g, which is identified by 1HNMR spectral analysis.

Workup

  1. filtrationfiltered
  2. washThe filter cake is washed with ether
  3. customdried

Sources & evidence

ORD record
ord-ce9860e8b05345079466d2b030b41564
Source dataset
uspto-grants-1994_10
Patent number
US05354755

Reaction notes

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