4-Chloro-3-(trifluoromethyl)aniline → HCID 19905532, compound

HRID 2083391Notes

Reaction equation

HRID 2083391 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][C:15]=1[C:21]([F:24])([F:23])[F:22]>C1(C)C=CC=CC=1>[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:7]([NH:6][C:4](=[O:5])[C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=2[Cl:1])=[O:8])=[CH:16][C:15]=1[C:21]([F:22])([F:23])[F:24]

Participants

4

Reactant 2

HCID 675744-Chloro-3-(trifluoromethyl)anilineHCID 99423112-Chlorobenzoyl isocyanate

Product 1

HCID 19905532HCID 19905532, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
40 °C

Procedure

A solution of 18.2 g (0.1 mole) of 2-chlorobenzoylisocyanate in 50 ml of toluene was added dropwise at 40° C to 19.5 g (0.1 mole) of 4-chloro-3-trifluoromethylaniline in 200 ml of toluene. The batch was stirred for 1 hour at 40° C. After cooling, the product which had precipitated was filtered off and washed first with toluene and then with petroleum ether. After drying, 21.0 g (55% of theory) of analytically pure N-(4-chloro-3-trifluoromethylphenyl)-N'-(2-chlorobenzoyl)-urea of melting point 164° C were obtained.

Workup

  1. temperatureAfter cooling
  2. customthe product which had precipitated
  3. filtrationwas filtered off
  4. washwashed first with toluene
  5. customAfter drying

Sources & evidence

ORD record
ord-c71c1be61f1d4633a9e0292a771f8f82
Source dataset
uspto-grants-1978_04
Patent number
US04085226

Reaction notes

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