2-(Methylthio)quinoline

Base Information

• Chemical Name: 2-(Methylthio)quinoline
• CAS No.: 40279-26-3
• Molecular Formula: C10H9NS
• Molecular Weight: 175.254
• NSC Number: 100930
• DSSTox Substance ID: DTXSID00295277
• Nikkaji Number: J918.216K
• Wikidata: Q82035114
• ChEMBL ID: CHEMBL3904144
• Mol file: 40279-26-3.mol

Synonyms:2-(methylthio)quinoline;2-methylsulfanylquinoline;40279-26-3;quinoline, 2-(methylthio)-;methylthioquinoline;NSC100930;2-(Methylmercapto)quinoline;NCIOpen2_001797;F3358-0086;SCHEMBL2817162;CHEMBL3904144;DTXSID00295277;AKOS002311078;NSC-100930;SB67995;CS-0358855;H11532

Chemical Property of 2-(Methylthio)quinoline

Chemical Property:

• Vapor Pressure: 0.000788mmHg at 25°C
• Boiling Point: 315.9°Cat760mmHg
• Flash Point: 144.8°C
• PSA: 38.19000
• Density: 1.18g/cm³
• LogP: 2.95670
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.04557046
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Methylthio)quinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NC2=CC=CC=C2C=C1

Technology Process of 2-(Methylthio)quinoline

There total 17 articles about 2-(Methylthio)quinoline 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%

2-Chloroquinoline (612-62-4) + sodium thiomethoxide (5188-07-8) → 2-(methylthio)quinoline (40279-26-3)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 90 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1016/S0040-4020(01)01225-X

Reference yield: 92.0%

2-bromoquinoline (2005-43-8) + S-Methylisothiourea sulfate (867-44-7,147895-43-0) → 2-(methylthio)quinoline (40279-26-3)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 6h;

DOI:10.1039/c8ob01758a

Reference yield: 70.0%

Quinoline-2-thione (2637-37-8,4481-48-5) + dimethyl sulfate (77-78-1) → 2-(methylthio)quinoline (40279-26-3)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

Quinoline-2-thiol

dimethyl sulfate

quinoline

2-Chloroquinoline

Downstream raw materials:

1-methyl-2-methylsulfanyl-quinolinium; toluene-4-sulfonate

2-(methylsulfonyl)quinoline

5-methyl-4-[2-(1-methyl-1H-[2]quinolylidene)-1-phenyl-ethylidene]-2-phenyl-2,4-dihydro-pyrazol-3-one

6H-quinindoline

Refernces

• 1、 Yamagishi, Hiroki,Tsuchiya, Shun,Saito, Hayate,Nogi, Keisuke,Shimokawa, Jun,Yorimitsu, Hideki. "Four-component coupling strategy for 2,3,4-trisubstituted 3,4-dihydroquinoline". . p. 301 - 309. Retrieved 2019/07/31.
• 2、 Alcolea, Verónica,Plano, Daniel,Encío, Ignacio,Palop, Juan Antonio,Sharma, Arun K.,Sanmartín, Carmen. "Chalcogen containing heterocyclic scaffolds: New hybrids with antitumoral activity". . p. 407 - 418. Retrieved 2016/08/04.