3-cyanothioanisole

Base Information

• Chemical Name: 3-cyanothioanisole
• CAS No.: 65052-48-4
• Molecular Formula: C8H7 N S
• Molecular Weight: 149.216
• Hs Code.: 2930909090
• Mol file: 65052-48-4.mol

Synonyms:3-Methylthiobenzonitrile

Chemical Property of 3-cyanothioanisole

Chemical Property:

• PSA: 49.09000
• LogP: 2.28018

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-cyanothioanisole

There total 12 articles about 3-cyanothioanisole 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: 95.0%

3-bromo-1-(methylthio)benzene (33733-73-2) + copper(I) cyanide (544-92-3) → 3-cyanophenyl methyl sulfide (65052-48-4)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; Product distribution; Rate constant; other solvent;

Reference yield: 92.0%

3-bromo-1-(methylthio)benzene (33733-73-2) + potassium cyanide (151-50-8) → 3-cyanophenyl methyl sulfide (65052-48-4)

Guidance literature:

With 18-crown-6 ether; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 80 ℃; for 50h; Product distribution; Rate constant;

Reference yield: 84.0%

2,2-dimethylmalononitrile (7321-55-3) + 3-bromo-1-(methylthio)benzene (33733-73-2) → 3-cyanophenyl methyl sulfide (65052-48-4)

Guidance literature:

3-bromo-1-(methylthio)benzene; With magnesium; lithium chloride; In tetrahydrofuran; at 23 ℃;

2,2-dimethylmalononitrile; In tetrahydrofuran; at 0 - 23 ℃; for 0.5h;

DOI:10.1021/jacs.5b06136

upstream raw materials:

3-methylmercaptoaniline

3-bromo-1-(methylthio)benzene

copper(I) cyanide

potassium cyanide

Downstream raw materials:

3-methylsulfanyl-benzoic acid

m-Cyanophenyl-chlormethylsulfid

3-(methylsulfonyl)benzonitrile

6-(3-methylsulfanyl-phenyl)-[1,3,5]triazine-2,4-diamine

Refernces

• 1、 Delcaillau, Tristan,Boehm, Philip,Morandi, Bill. "Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers". supporting information. p. 3723 - 3728. Retrieved 2021/04/07.
• 2、 De Jesus Silva, Jordan,Bartalucci, Niccolò,Jelier, Benson,Grosslight, Samantha,Gensch, Tobias,Schünemann, Claas,Müller, Bernd,Kamer, Paul C. J.,Copéret, Christophe,Sigman, Matthew S.,Togni, Antonio. "Development and Molecular Understanding of a Pd-Catalyzed Cyanation of Aryl Boronic Acids Enabled by High-Throughput Experimentation and Data Analysis". . . Retrieved 2021/11/10.