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

HRID 128604

Reaction equation

HRID 128604 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[N:3]=1.[NH3:12]>>[F:9][C:8]([F:11])([F:10])[C:4]1[N:3]=[C:2]([NH2:12])[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 6023342-Chloro-6-(trifluoromethyl)pyridine

Product 1

HCID 8210242-Amino-6-(trifluoromethyl)pyridine

Conditions

Temperature
170 °C

Procedure

A mixture of 2-chloro-6-trifluoromethylpyridine (20.0 g), cuprous chloride (0.2 g) and ammonia (specific gravity 0.88, 75 ml) was heated at 170° C. in a pressure vessel for 18 hours. After cooling to ambient temperature, the mixture was extracted with dichloromethane (300 ml). The organic extract was dried and evaporated to give 6-trifluoromethylpyridin-2-amine, m.p. 74°-79° C.

Workup

  1. temperatureAfter cooling to ambient temperature
  2. extractionthe mixture was extracted with dichloromethane (300 ml)
  3. extractionThe organic extract
  4. customwas dried
  5. customevaporated

Sources & evidence

ORD record
ord-3f0841f1817743978bbd7675a6f03a43
Source dataset
uspto-grants-1995_11
Patent number
US05464781

Linked notes

Loading…