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

HRID 1258723Notes

Reaction equation

HRID 1258723 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]>>[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

3

Reactant 2

HCID 222AmmoniaHCID 27375503-Fluoro-4-(trifluoromethyl)benzonitrile

Product 1

HCID 529879543-Amino-4-(trifluoromethyl)benzonitrile

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, washed with brine, extracted with EtOAc, dried over Na2SO4, filtered and concentrated.

Workup

  1. temperatureThe tube was cooled to −60° C.
  2. washwashed with brine
  3. extractionextracted with EtOAc
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-31bd6047afbf479799db45cc394c4207
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

Loading…