327-74-2

Basic information

• Product Name: 2-Amino-5-cyanobenzotrifluoride
• Synonyms: BUTTPARK 87\01-75;2-AMINO-5-CYANOBENZOTRIFLUORIDE;3-TRIFLUOROMETHYL-4-AMINOBENZONITRILE;4-AMINO-3-TRIFLUOROMETHYLBENZONITRILE;4-Cyano-2-(trifluoromethyl)aniline;2-Amino-5-cyanobenzotrifluoride 99%;2-Amino-5-cyanobenzotrifluoride99%;3-TRILFUOROMETHYL-4-AMINOBENZONITRILE
• CAS NO: 327-74-2
• Molecular Formula: C₈H₅F₃N₂
• Molecular Weight: 186.13
• EINECS: -0
• Product Categories: Trifluoromethylbenzene serise;Nitrile;Benzotrifluoride Series;Fluorine series
• Mol File: 327-74-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 60-63°C
• Boiling Point: 100°C 0,1mm
• Flash Point: 100°C/0.1mm
• Appearance: /
• Density: 1.697 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: -1.41±0.10(Predicted)
• BRN: 2970379
• CAS DataBase Reference: 2-Amino-5-cyanobenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-cyanobenzotrifluoride(327-74-2)
• EPA Substance Registry System: 2-Amino-5-cyanobenzotrifluoride(327-74-2)

Safety Data

• Hazard Codes: Xi,T
• Statements: 23/24/25-36/38
• Safety Statements: 26-36/37/39-45
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 327-74-2(Hazardous Substances Data)

Usage

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.

Upstream product

• 126222-22-8 N-(4-cyanophenyl)-2-pyridinecarboxamide 
• 2314-97-8 iodotrifluoromethane 
• 873-74-5 4-Aminobenzonitrile 
• 2926-29-6 Langlois reagent 
• 887144-94-7 Togni's reagent II 
• 773837-37-9 sodium cyanide 
• 445-02-3 4-bromo-2-trifluoromethyl-aniline 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 557-21-1 dicyanozinc 
• 97760-97-9 4-iodo-2-(trifluoromethyl)aniline 

Downstream Products

• 491865-44-2 C₂₈H₃₁F₃N₆OSSi 
• 727993-61-5 4-({3-(2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl)-6-methyl-4-[3-(2-pyridinyl)-1H-pyrazol-1-yl]-2-pyridinyl}amino)-3-(trifluoromethyl)benzonitrile 
• 727993-46-6 4-{[4-(1'H-1,3'-bipyrazol-1'-yl)-3-(2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl)-6-methyl-2-pyridinyl]amino}-3-(trifuoromethyl)benzonitrile 
• 688020-69-1 ethyl 4-amino-3-(trifluoromethyl)benzoate 
• 1094695-60-9 C₁₀H₆ClF₃N₂O 
• 184163-56-2 (2-trifluoromethyl-4-cyano-phenyl)-hydrazine 
• 89803-71-4 2,2′-bis-trifluoromethyl-biphenyl-4,4′-dicarboxylic acid 

Relevant articles and documents

Visible-light-mediated direct perfluoroalkylation and trifluoromethylation of free anilines

A mild, operationally simple method for direct perfluoroalkylation and trifluoromethylation of anilines through visible-light-mediated photoredox catalysis from broadly available perfluoroalkyl iodides and free anilines is described. The method provides a facile route for application in drug discovery and development.

Preparation method of trifluoromethylated aniline compound

The invention provides a preparation method of a trifluoromethylated aniline compound shown in a formula (IIA) or a formula (IIB). The method comprises the following steps: by taking a mixed solvent of DMF and water in a volume ratio of 1:(1-4) as a reaction medium, adding an aniline compound shown in a formula (IA) or a formula (IB), 1-(trifluoromethyl)-1,2-benziodoxol-3-(1H)-one and a photocatalyst, and reacting for 2-6 hours at room temperature under blue light; and carrying out post-treatment on the obtained reaction mixture to obtain the trifluoromethylated aniline compound as shown in the formula (IIA) or the formula (IIB). According to the method, by the photocatalyst, the reaction is driven to be carried out under the irradiation of visible light, the reaction conditions are mild,the site selectivity is high, the reaction is efficient, green and environment-friendly, the reaction yield can reach 90%, and the product can be prepared by only one step.

Synthetic method of aminobenzotrifluoride and derivant thereof

The invention discloses a synthetic method of aminobenzotrifluoride and a derivant thereof. By adopting a method for performing amino-ortho-position trifluoromethylation on an amino-benzene compound,trifluoromethyl trimethylsilane is used a reaction reagent, free radical substitution reaction is carried out on an amino-ortho-position of the amino-benzene compound and then trifluoromethylation isdirectly carried out, so that a target product is obtained. The method disclosed by the invention has the advantages that raw materials are cheap and easy to obtain, the production is convenient, precious metal is not needed, environmental protection and safety are achieved, and purification is easy to carry out; the method can be developed into an industrial production method. Based on that, according to the synthetic method disclosed by the invention, screening and optimization on synthetic conditions of the compound are also carried out, so that the reaction yield is further improved.