4-Chloro-2-nitroaniline → 2-(4-Chloro-2-nitro-phenylamino)-5-trifluoromethyl-benzonitrile

HRID 131341

Reaction equation

HRID 131341 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.F[C:13]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][C:14]=1[C:15]#[N:16]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:13]2[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:24])[F:23])=[CH:17][C:14]=2[C:15]#[N:16])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Participants

3

Reactant 2

HCID 69794-Chloro-2-nitroanilineHCID 5210162-Fluoro-5-(trifluoromethyl)benzonitrile

Product 1

HCID 586259922-(4-Chloro-2-nitro-phenylamino)-5-trifluoromethyl-benzonitrileYield 95%

Procedure

Using a method similar to Example 39, using 4-chloro-2-nitro-phenylamine (6.4 g, 37.3 mmol), 2-fluoro-5-trifluoromethyl-benzonitrile (7.05 g, 37.3 mmol) to obtain 12.03 g of the title compound (95% yield) as an amorphous yellow solid. Product can be used as is with no further purification: Mass Spectrum (m/e): 342(M+1).

Sources & evidence

ORD record
ord-3b5cb89fabd84709bb6d39d0840549fc
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Linked notes

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