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3-amino-5-(trifluoromethyl)benzonitrile

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CAS:49674-28-4
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CAS:49674-28-4
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3-amino-5-(trifluoromethyl)benzonitrile manufacturers

3-amino-5-(trifluoromethyl)benzonitrile Basic information
Product Name:3-amino-5-(trifluoromethyl)benzonitrile
Synonyms:Benzonitrile, 3-aMino-5-(trifluoroMethyl)-;3-Amino-5-cyanobenzotrifluoride, 5-Cyano-alpha,alpha,alpha-trifluoro-m-toluidine;3-Amino-5-(trifluoromethyl)benzonitrile98%;3-Amino-5-(trifluoromethyl);3-Amino-5-(trifluoromethyl)benzonitrile 98%
CAS:49674-28-4
MF:C8H5F3N2
MW:186.13
EINECS:
Product Categories:
Mol File:49674-28-4.mol
3-amino-5-(trifluoromethyl)benzonitrile Structure
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
pka1.57±0.10(Predicted)
form crystalline powder
color Peachy tan
Safety Information
HS Code 2926907090
MSDS Information
3-amino-5-(trifluoromethyl)benzonitrile Usage And Synthesis
Synthesis
3-CYANO-5-NITROBENZOTRIFLUORIDE

20566-80-7

3-amino-5-(trifluoromethyl)benzonitrile

49674-28-4

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
3-amino-5-(trifluoromethyl)benzonitrile Preparation Products And Raw materials
Raw materialsZinc, (cyano-κC)- (9CI)-->3-CYANO-5-NITROBENZOTRIFLUORIDE-->3-Amino-5-bromobenzotrifluoride-->Water-->ZINC-->Ethanol-->Ammonium chloride
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