5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

Base Information

• Chemical Name: 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile
• CAS No.: 120068-79-3
• Molecular Formula: C11H5Cl2F3N4
• Molecular Weight: 321.089
• Hs Code.: 2933199090
• European Community (EC) Number: 421-240-6,601-665-5
• DSSTox Substance ID: DTXSID20391260
• Nikkaji Number: J2.346.339C
• Wikidata: Q72435064
• Mol file: 120068-79-3.mol

Synonyms:120068-79-3;5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole;5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile;5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cycano pyrazole;5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile;5-Amino-3-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole;5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-3-carbonitrile;EC 421-240-6;MFCD00227537;5-Amino-3-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazol;C11H5Cl2F3N4;pyrazole derivative;SCHEMBL239495;DTXSID20391260;AC-044;STK292765;AKOS005107303;CS-W002535;MS-1402;SY021310;FT-0642929;A804422;J-004250;5-amino-3-cyano-1-(2,6-dichlor-4-trifluoromethylphenyl)pyrazole;5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazole;5-amino-3-cyano-1-(2.6-dichloro-4-trifluoromethylphenyl)pyrazole;5amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole;5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole-3-carbonitrile;5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-pyrazolecarbonitrile;1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-5-amino-1H-pyrazole-3-carbonitrile;1H-Pyrazole-3-carbonitrile, 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-;5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-1H-pyrazole-3-carbonitrile;5-azanyl-1-[2,6-bis(chloranyl)-4-(trifluoromethyl)phenyl]pyrazole-3-carbonitrile

Chemical Property of 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

Chemical Property:

• Appearance/Colour: solid powder
• Vapor Pressure: 1.06E-07mmHg at 25°C
• Melting Point: 132-141 °C
• Refractive Index: 1.62
• Boiling Point: 433 °C at 760 mmHg
• PKA: -1.27±0.14(Predicted)
• Flash Point: 215.6 °C
• PSA: 67.63000
• Density: 1.65 g/cm³
• LogP: 4.23298
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 319.9843361
• Heavy Atom Count: 20
• Complexity: 398

Purity/Quality:

≥98% ^*data from raw suppliers

FipronilDetrifluoromethylsulfinyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)N2C(=CC(=N2)C#N)N)Cl)C(F)(F)F
• Uses: Fipronil Detrifluoromethylsulfinyl is an intermediate in the synthesis of Fipronil (F342200), which is a GABA receptor antagonists and insecticides.

Technology Process of 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

There total 21 articles about 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-(2, 6-Dichloro-4-trifluoromethylphenylhydrazono)succinonitrile (213132-03-7) → 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (120068-79-3)

Guidance literature:

With ammonia; In ethanol; water; at 0 ℃; for 0.166667h;

Reference yield: 97.0%

syn-2-(2, 6-Dichloro-4-trifluoromethylphenylhydrazono)succinonitrile → 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (120068-79-3)

Guidance literature:

With ammonia; In ethanol; water;

Reference yield: 96.63%

5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-carboethoxypyrazole (213457-39-7) → 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (120068-79-3)

Guidance literature:

With water; In 5,5-dimethyl-1,3-cyclohexadiene; for 2h; Reagent/catalyst; Reflux;

upstream raw materials:

ethyl 2,3-dicyanopropanoate

2,6-dichloro-4-(trifluoromethyl)aniline

2-methoxyethyl cyanoacetate

2-(2, 6-Dichloro-4-trifluoromethylphenylhydrazono)succinonitrile

Downstream raw materials:

N-[3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole-5-yl]pyrazine-2-carboxamide

5-Amino-4-chlorodifluoroacetyl-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-iodo-1H-pyrazole-3-carbonitrile

5-(N-trifluoromethylsulfinyl)-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Refernces

• 1、 Han, Zhen-Yu,Wu, Wen-Yuan,Chen, Fu-Li,Guan, Xi-Lin,Fu, Xiao-Huan,Jiang, Peng,Wan, Rong. "Design, synthesis, crystal structure and insecticidal evaluation of novel arylpyrazole derivatives containing cyhalothroyl thiourea moiety". . p. 911 - 918. Retrieved 2017.
• 2、 -. "Method for synthesizing aryl pyrazonitrile and by-producing carbonic acid diester". . . Retrieved 2020/05/01.
• 3、 -. "Preparation method of 5-amino-3-cyano-1-(2, 6-dichloro-4-trifluoromethylphenyl)pyrazole". Paragraph 0030; 0036-0037; 0040; 0043. . Retrieved 2020/12/30.