Water → N,N'-bis(2-methoxyphenyl)urea

HRID 1589869Notes

Reaction equation

HRID 1589869 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=1.C([N:12]([CH2:15]C)[CH2:13][CH3:14])C.[C:17](Cl)(Cl)=[O:18].[OH2:21]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:15]([NH:12][C:13]1[CH:14]=[CH:7][CH:8]=[CH:3][C:4]=1[O:18][CH3:17])=[O:21]

Participants

6

Reactant 4

HCID 962WaterHCID 6371PhosgeneHCID 70002-MethoxyanilineHCID 8471Triethylamine

Product 1

HCID 295258N,N'-bis(2-methoxyphenyl)urea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of o-anisidine (12.3 g, 100 mmol) and triethylamine (11 ml, 80 mmol) in absolute toluene (100 ml) was under stirring on an ice bath added phosgene (20.7 ml, 1.93 M sol in toluene, 40 mmol) and the mixture was stirred at 90° C. for 3 hours. The reaction mixture was after cooling to ambient temperature poured into water (100 ml) and the title compound was collected by filtration and used without further purification.

Workup

  1. stirringthe mixture was stirred at 90° C. for 3 hours
  2. filtrationthe title compound was collected by filtration
  3. customused without further purification

Sources & evidence

ORD record
ord-8ee4ee10a79a462c8649fd7375a6d6de
Source dataset
uspto-grants-1993_04
Patent number
US05200422

Reaction notes

Loading…