2,4-Difluoroaniline → 2,4-Difluorophenyl-3-methylurea

HRID 1464

Reaction equation

HRID 1464 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[F:5][C:6]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:7]=1[NH2:8]>C1(C)C=CC=CC=1>[F:5][C:6]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:7]=1[NH:8][C:3]([NH:2][CH3:1])=[O:4]

Participants

4

Reactant 2

HCID 97092,4-DifluoroanilineHCID 12228Methyl Isocyanate

Product 1

HCID 211615902,4-Difluorophenyl-3-methylurea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl isocyanate (9.6 g, 10 mL, 0.174 mol) is added to a solution of 2,4-difluoroaniline (15 g, 0.116 mol) in toluene. The reaction mixture is stirred for 1 hour and filtered to obtain a solid. The solid is washed with hexanes and air-dried to give the title product as an off-white solid, mp 182°-183° C.

Workup

  1. filtrationfiltered
  2. customto obtain a solid
  3. washThe solid is washed with hexanes
  4. customair-dried

Sources & evidence

ORD record
ord-2711ddf9e8434df4b8105ee87a87cff2
Source dataset
uspto-grants-1998_03
Patent number
US05726126

Linked notes

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