4-(Trifluoromethoxy)aniline → HCID 20202341, compound

HRID 1390638Notes

Reaction equation

HRID 1390638 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[F:14][C:15]([F:25])([F:24])[O:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[F:14][C:15]([F:24])([F:25])[O:16][C:17]1[CH:18]=[CH:19][C:20]([NH:21][C:7]([NH:6][C:4](=[O:5])[C:3]2[C:2]([Cl:1])=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:13])=[O:8])=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 6008484-(Trifluoromethoxy)anilineHCID 129127392,6-Dichlorobenzoyl isocyanate

Product 1

HCID 20202341HCID 20202341, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
80 °C

Procedure

A solution of 6.5 g (0.03 mole) of 2,6-dichloro-benzoylisocyanate in 20 ml of toluene was added to 5.4 g (0.03 mole) of 4-trifluoromethoxy-aniline dissolved in 80 ml of toluene at 60° C. The batch was stirred for two hours at 80° C, a part of the solvent was distilled off in vacuo and the product which had precipitated was filtered off. After drying, 10 g (84.5% of theory) of analytically pure N-(4-trifluoromethoxyphenyl)-N'-(2,6-dichlorobenzoyl)-urea of melting point 202° C were obtained.

Workup

  1. distillationa part of the solvent was distilled off in vacuo
  2. customthe product which had precipitated
  3. filtrationwas filtered off
  4. customAfter drying

Sources & evidence

ORD record
ord-c3caeb6429d74a21b50a83c519806301
Source dataset
uspto-grants-1979_02
Patent number
US04139636

Reaction notes

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