1-(methylsulfanyl)isoquinoline

Base Information

• Chemical Name: 1-(methylsulfanyl)isoquinoline
• CAS No.: 42088-41-5
• Molecular Formula: C10H9 N S
• Molecular Weight: 175.2502
• Mol file: 42088-41-5.mol

Synonyms:NSC248945

Chemical Property of 1-(methylsulfanyl)isoquinoline

Chemical Property:

• Vapor Pressure: 0.000305mmHg at 25°C
• Boiling Point: 331.2°Cat760mmHg
• Flash Point: 154.1°C
• Density: 1.18g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(methylsulfanyl)isoquinoline

There total 7 articles about 1-(methylsulfanyl)isoquinoline 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: 98.0%

S-methyl methanesulfonothioate + (isoquinolin-1-yl)zinc pivalate → 1-(methylthio)isoquinoline (42088-41-5)

Guidance literature:

(isoquinolin-1-yl)zinc pivalate; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

S-methyl methanesulfonothioate; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201403015

Reference yield: 91.0%

1-iodoisoquiniline (19658-77-6) + Dimethyldisulphide (624-92-0) → 1-(methylthio)isoquinoline (42088-41-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction; Irradiation; Sealed tube;

DOI:10.1039/c8ob00238j

Reference yield: 52.0%

1-chloroisoquinoline (19493-44-8) + sodium thiomethoxide (5188-07-8) → 1-(methylthio)isoquinoline (42088-41-5)

Guidance literature:

In N,N-dimethyl-formamide; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo1001615

upstream raw materials:

2-mercaptoisoquinoline

methyl iodide

1-isoquinolone

1-chloroisoquinoline

Downstream raw materials:

ethyl 3-(isoquinolin-1-ylmethyl)benzoate

1‐cyclohexylisoquinoline

Refernces

• 1、 Manolikakes, Sophia M.,Ellwart, Mario,Stathakis, Christos I.,Knochel, Paul. "Air-stable solid aryl and heteroaryl organozinc pivalates: Syntheses and applications in organic synthesis". supporting information. p. 12289 - 12297. Retrieved 2015/03/31.