2-Amino-5-cyanobenzotrifluoride Chemical Properties

Melting point:

60-63°C

Boiling point:

100°C 0,1mm

Density 

1.37±0.1 g/cm3(Predicted)

Flash point:

100°C/0.1mm

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

-1.41±0.10(Predicted)

color 

White to Light Beige

BRN 

2970379

InChI

InChI=1S/C8H5F3N2/c9-8(10,11)6-3-5(4-12)1-2-7(6)13/h1-3H,13H2

InChIKey

MWLZJOBGDXBMBP-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=C(N)C(C(F)(F)F)=C1

CAS DataBase Reference

327-74-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

23/24/25-36/38

Safety Statements 

26-36/37/39-45

RIDADR 

3439

Hazard Note 

Toxic/Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

2926907090

MSDS

• Language:English Provider:ALFA

2-Amino-5-cyanobenzotrifluoride Usage And Synthesis

Uses

2-Amino-5-cyanobenzotrifluoride is used in the design and synthesis of 4-phenylpyrrole derivatives as androgen receptor antagonists which show efficacy against prostate cancer cells.

Synthesis

The general steps for synthesizing 2-trifluoromethyl-4-cyanobenzenamine from 1-(trifluoromethyl)-1,2-phenyliodono-3(1H)-one and p-aminobenzonitrile are as follows: in this embodiment of the method of preparing trifluoromethyl aromatic amine, p-cyanobenzenamine was selected as the aromatic amine, and the reaction time was 12 hours, and the rest of the reaction conditions and the post-processing steps were kept the same as in Example 28. The specific reaction process parameters were as follows: 1-(trifluoromethyl)-1,2-phenyliodono-3(1H)-one (0.5 mmol, 1.0 eq.), p-aminobenzonitrile (1.5 mmol, 3.0 eq.), nickel hydroxide (10 mol%), and potassium carbonate (1.5 mmol, 3.0 eq.) were dissolved in DMSO (2 mL), and the reaction was carried out for 2 hr at 35 °C. The subsequent reaction and post-treatment procedures were carried out with reference to Example 1.

References

[1] Organic Letters, 2018, vol. 20, # 13, p. 3732 - 3735
[2] Patent: CN108503552, 2018, A. Location in patent: Paragraph 0126-0130
[3] Organic Letters, 2014, vol. 16, # 6, p. 1768 - 1771

2-Amino-5-cyanobenzotrifluoride(327-74-2)Related Product Information

• 2-Aminobenzotrifluoride
• Benzonitrile
• 4-Aminobenzonitrile
• 4-Amino-2-(trifluoromethyl)benzonitrile
• 2-Amino-5-trifluoromethylbenzonitrile
• 2-Bromo-4-cyano-6-(trifluoromethyl)aniline
• 2-Amino-5-cyanobenzotrifluoride
• 4-Cyano-2-(trifluoromethyl)phenylhydrazine
• 4-Cyano-2-(trifluoromethyl)phenylisothiocyanate
• 3,5-BIS(TRIFLUOROMETHYL)-4-AMINOBENZONITRILE
• 4-NITRO-3-(TRIFLUOROMETHYL)BENZONITRILE
• 4-CYANO-2-(TRIFLUOROMETHYL)ACETANILIDE
• 2-Bromo-4-cyano-6-(trifluoromethyl)-phenylisothiocyanate
• 2-AMINO-3-CHLORO-5-CYANOBENZOTRIFLUORIDE