4-(Trifluoromethyl)aniline → Benzamide, 2-chloro-N-(((4-(trifluoromethyl)phenyl)amino)carbonyl)-

HRID 434715

Reaction equation

HRID 434715 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].[F:13][C:14]([F:23])([F:22])[C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1>C(#N)C>[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([NH:6][C:7]([NH:19][C:18]1[CH:20]=[CH:21][C:15]([C:14]([F:13])([F:22])[F:23])=[CH:16][CH:17]=1)=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 99423112-Chlorobenzoyl isocyanate

Product 1

HCID 156359Benzamide, 2-chloro-N-(((4-(trifluoromethyl)phenyl)amino)carbonyl)-

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

18.7 g of 2-chlorobenzoylisocyanate were added to 150 ml of a solution of 17.7 g of 4-trifluoromethylaniline in dry acetonitrile. After stirring at room temperature for a few hours, the crystalline precipitate was sucked off, washed with successively acetonitrile, ethanol and petroleum ether and dried in air. The desired product was obtained in a yield of 29.0 g; melting point 214° C.

Workup

  1. washwashed with successively acetonitrile, ethanol and petroleum ether
  2. customdried in air

Sources & evidence

ORD record
ord-3da5bf644e3242919dcb62b403d6b719
Source dataset
uspto-grants-1983_08
Patent number
US04399152

Linked notes

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