Ammonia → 2-Amino-6-(trifluoromethyl)benzonitrile

HRID 1169986Notes

Reaction equation

HRID 1169986 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[C:12]#[N:13].[NH3:14]>CCO>[NH2:14][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[C:12]#[N:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 1456132-Fluoro-6-(trifluoromethyl)benzonitrile

Product 1

HCID 226251952-Amino-6-(trifluoromethyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Fluoro-6-trifluoromethylbenzenecarbonitrile was heated at 100° C. in a saturated solution of NH3 in EtOH overnight. The reaction mixture was concentrated and the residue was purified by column chromatography on silicagel (EtOAc/Hexanes 1:5), to obtain the title compound as a white solid. GC/MS m/z 186.1 (M+), Rt 10.1 minutes.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by column chromatography on silicagel (EtOAc/Hexanes 1:5)

Sources & evidence

ORD record
ord-47660e2ec37140d6b48fbaac52452501
Source dataset
uspto-grants-2010_11
Patent number
US07825132B2

Reaction notes

Loading…