4-(propylthio)benzonitrile

Base Information

• Chemical Name: 4-(propylthio)benzonitrile
• CAS No.: 855196-51-9
• Molecular Formula: C₁₀H₁₁NS
• Molecular Weight: 177.27
• Mol file: 855196-51-9.mol

Synonyms:4-(propylthio)benzonitrile

Chemical Property of 4-(propylthio)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(propylthio)benzonitrile

There total 8 articles about 4-(propylthio)benzonitrile 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: 77.0%

4-bromobenzenecarbonitrile (623-00-7) + diisopropylammonium bis(catecholato)(3-mercaptopropyl)silicate → 4-(propylthio)benzonitrile (855196-51-9)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 27 ℃; for 30h; Irradiation; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00208

Reference yield: 67.0%

o-tolyl 4-cyanobenzoate + 1-propyl-2'-thiopyridine (26891-63-4) → 2-(o-tolyloxy)pyridine (4783-78-2) + 4-(propylthio)benzonitrile (855196-51-9)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); zinc; In toluene; at 150 ℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.1c04215

Reference yield: 52.0%

C3H7BrZn*LiCl + p-cyanobenzenesulfonyl chloride (49584-26-1) → 4-(propylthio)benzonitrile (855196-51-9)

Guidance literature:

p-cyanobenzenesulfonyl chloride; With [2,2]bipyridinyl; copper(l) iodide; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; Inert atmosphere;

C₃H₇BrZn*LiCl; at 20 ℃; Inert atmosphere;

DOI:10.1039/c6ra27201k

upstream raw materials:

4-aminophenyl propyl sulphide

potassium cyanide

1-Chloropropane

4-bromobenzenecarbonitrile

Downstream raw materials:

4-(propylsulfonyl)benzonitrile

4-propylsulfanyl-benzoic acid amide

4-(propylthio)benzoic acid

Refernces

• 1、 Fu, Ying,Su, Yuhu,Xu, Qin-Shan,Du, Zhengyin,Hu, Yulai,Wang, Ke-Hu,Huang, Danfeng. "CuI promoted sulfenylation of organozinc reagents with arylsulfonyl chlorides". . p. 6018 - 6022. Retrieved 2017/02/05.
• 2、 Jouffroy, Matthieu,Kelly, Christopher B.,Molander, Gary A.. "Thioetherification via Photoredox/Nickel Dual Catalysis". supporting information. p. 876 - 879. Retrieved 2016/03/04.