Benzamide, N-[(1S)-1-cyano-2-[5-cyano-2-(trifluoromethyl)phenoxy]-1-methylethyl]-4-[(trifluoromethyl)thio]-

Base Information

• Chemical Name: Benzamide, N-[(1S)-1-cyano-2-[5-cyano-2-(trifluoromethyl)phenoxy]-1-methylethyl]-4-[(trifluoromethyl)thio]-
• CAS No.: 887148-69-8
• Molecular Formula: C₂₀H₁₃F₆N₃O₂S
• Molecular Weight: 473.399
• Mol file: 887148-69-8.mol

Synonyms:Monepantel;Zolvix;

Chemical Property of Benzamide, N-[(1S)-1-cyano-2-[5-cyano-2-(trifluoromethyl)phenoxy]-1-methylethyl]-4-[(trifluoromethyl)thio]-

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 2.4E-12mmHg at 25°C
• Boiling Point: 554.7°C at 760 mmHg
• PKA: 10.11±0.46(Predicted)
• Flash Point: 289.3°C
• PSA: 111.21000
• Density: 1.46g/cm³
• LogP: 5.67096
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Monepantel ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Monepantel is a recently discovered anthelmitic used in the treatment of parasitic nematodes via stun or kill without damaging the host entity.

Technology Process of Benzamide, N-[(1S)-1-cyano-2-[5-cyano-2-(trifluoromethyl)phenoxy]-1-methylethyl]-4-[(trifluoromethyl)thio]-

There total 5 articles about Benzamide, N-[(1S)-1-cyano-2-[5-cyano-2-(trifluoromethyl)phenoxy]-1-methylethyl]-4-[(trifluoromethyl)thio]- 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:

N-[(1R)-1-cyano-2-(5-cyano-2-trifluoromethyl-phenoxy)-1-methyl-ethyl]-4-trifluoromethylsulfanyl-benzamide (887148-69-8) → monepantel (887148-69-8)

Guidance literature:

With sodium cyanide; In 1,4-dioxane; at 101 ℃; for 7 - 9h;

Reference yield:

N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide (1036762-89-6) + 3-fluoro-4-(trifluoromethyl)benzonitrile (231953-38-1) → monepantel (887148-69-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2008.03.071

Reference yield:

monepantel (887148-69-8) → N-[(1R)-1-cyano-2-(5-cyano-2-trifluoromethyl-phenoxy)-1-methyl-ethyl]-4-trifluoromethylsulfanyl-benzamide (887148-69-8) + N-[(1S)-1-cyano-2-(5-cyano-2-trifluoromethyl-phenoxy)-1-methyl-ethyl]-4-trifluoromethylsulfanyl-benzamide (887148-69-8)

Guidance literature:

Purification / work up;

upstream raw materials:

N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide

3-fluoro-4-(trifluoromethyl)benzonitrile

Refernces

• 1、 Ducray, Pierre,Gauvry, Noelle,Pautrat, Francois,Goebel, Thomas,Fruechtel, Joerg,Desaules, Yves,Weber, Sandra Schorderet,Bouvier, Jacques,Wagner, Trixie,Froelich, Olivier,Kaminsky, Ronald. "Discovery of amino-acetonitrile derivatives, a new class of synthetic anthelmintic compounds". . p. 2935 - 2938. Retrieved 2008/12/22.