3-amino-5-(trifluoromethyl)benzonitrile Chemical Properties

Boiling point:

279.3±40.0 °C(Predicted)

Density 

1.37±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

1.57±0.10(Predicted)

form 

crystalline powder

color 

Peachy tan

Safety Information

HS Code 

2926907090

3-amino-5-(trifluoromethyl)benzonitrile Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-amino-5-cyanobenzotrifluoride from 3-nitro-5-(trifluoromethyl)benzonitrile (432.0 mg, 2.0 mmol): to a solution of 3-nitro-5-(trifluoromethyl)benzylnitrile in ethanol (5 mL) was added zinc powder (1.3 mg, 20 mmol) and aqueous ammonium chloride solution (5 mL). The reaction mixture was stirred at 60°C for 14 hours. After completion of the reaction, the organic layer was separated by filtration and the filtrate was concentrated under reduced pressure. The crude product was partitioned between water (5 mL) and ethyl acetate (5 mL) and the aqueous layer was extracted with ethyl acetate (10 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate = 2:1) to give a yellow solid product (300.0 mg, 81% yield).LCMS (Method B): 2.33 min [MH]+=187.1.

References

[1] Patent: WO2016/127213, 2016, A1. Location in patent: Page/Page column 119-120
[2] Patent: WO2010/66684, 2010, A2. Location in patent: Page/Page column 64