Ammonia → 3-Amino-4-(trifluoromethyl)benzonitrile

HRID 1410250Notes

Reaction equation

HRID 1410250 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[C:5]#[N:6].[NH3:14]>[Cl-].[Na+].O>[NH2:14][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[C:5]#[N:6]

Participants

4

Conditions

Temperature
90 °C

Procedure

A closed pressure tube charged with 3-fluoro-4-(trifluoromethyl)benzonitrile (10.0 g; 52.9 mmol) and liquid NH3 (60 mL) was heated for 6 days at 90° C. The tube was cooled to −60° C. and opened. The mixture was allowed to stir for 1 h at rt. The residue was treated with brine and extracted with EtOAc to give the crude sub-title compound (10.2 g).

Workup

  1. temperatureThe tube was cooled to −60° C.
  2. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-0b0a8f1c00404c8cabb803ff9980c599
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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