4-Chloroaniline → 1-(4-Trifluoromethylbenzoyl)-3-(4-chlorophenyl)urea

HRID 373823Notes

Reaction equation

HRID 373823 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:13]=[CH:12][C:6]([C:7]([N:9]=[C:10]=[O:11])=[O:8])=[CH:5][CH:4]=1.[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>C(OCC)C.C(#N)C>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:13]=[CH:12][C:6]([C:7]([NH:9][C:10]([NH:21][C:20]2[CH:22]=[CH:23][C:17]([Cl:16])=[CH:18][CH:19]=2)=[O:11])=[O:8])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 78124-ChloroanilineHCID 149137444-Trifluoromethylbenzoylisocyanate

Product 1

HCID 198085811-(4-Trifluoromethylbenzoyl)-3-(4-chlorophenyl)urea

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 1.08 g of 4-trifluoromethylbenzoylisocyanate in 5 ml of dry diethylether is added a solution of 0.64 g of 4-chloroaniline in 50 ml of acetonitrile. A precipitate is immediately formed. The precipitate is sucked off and washed with acetonitrile. The title compound is obtained a yield of 1.1 g; melting point 260° C.

Workup

  1. customA precipitate is immediately formed
  2. washwashed with acetonitrile

Sources & evidence

ORD record
ord-635c071f4e224bc496b5380db9ca225c
Source dataset
uspto-grants-1992_11
Patent number
US05166180

Reaction notes

Loading…