2-Bromo-5-(methylthio)pyridine

Base Information

• Chemical Name: 2-Bromo-5-(methylthio)pyridine
• CAS No.: 134872-23-4
• Molecular Formula: C6H6BrNS
• Molecular Weight: 204.08800
• DSSTox Substance ID: DTXSID30470151
• Nikkaji Number: J2.329.507E
• Wikidata: Q82298141
• Mol file: 134872-23-4.mol

Synonyms:2-Bromo-5-(methylthio)pyridine;134872-23-4;2-bromo-5-methylthiopyridine;2-bromo-5-methylsulfanylpyridine;2-BROMO-5-(METHYLSULFANYL)PYRIDINE;Pyridine, 2-bromo-5-(methylthio)-;2-bromo-5-methylsulfanyl-pyridine;5-Methylthio-2-bromopyridine;SCHEMBL181102;DTXSID30470151;IFMCOWPTUPYFCT-UHFFFAOYSA-N;2-Bromo 5-methylsulfanyl Pyridine;MFCD04974522;AKOS006340611;MB03440;AS-48302;2-Bromo-5-(methylthio)pyridine, AldrichCPR;CS-0150104;FT-0741015;F30230;EN300-3187766

Chemical Property of 2-Bromo-5-(methylthio)pyridine

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 54-56℃
• Boiling Point: 274.631oC at 760 mmHg
• PKA: 0.04±0.10(Predicted)
• Flash Point: 119.893oC
• PSA: 38.19000
• Density: 1.617g/cm3
• LogP: 2.56600
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.94043
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-(methylsulfanyl)pyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: CSC1=CN=C(C=C1)Br

Technology Process of 2-Bromo-5-(methylthio)pyridine

There total 3 articles about 2-Bromo-5-(methylthio)pyridine 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%

2,5-dibromopyridine (624-28-2) + Dimethyldisulphide (624-92-0) → 2-bromo-5-methylthiopyridine (134872-23-4)

Guidance literature:

2,5-dibromopyridine; With n-butyllithium; In diethyl ether; at -78 ℃;

Dimethyldisulphide; In diethyl ether;

DOI:10.1016/j.bmcl.2003.10.004 DOI:10.1016/j.bmcl.2006.01.059

Reference yield: 59.0%

3-methylsulfanylpyridine (18794-33-7) → 2-bromo-3-(methylthio)pyridine (884863-17-6) + 2-bromo-5-methylthiopyridine (134872-23-4)

Guidance literature:

3-methylsulfanylpyridine; With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In tetrahydrofuran; toluene; at -95 ℃; for 4h;

With carbon tetrabromide; In tetrahydrofuran; toluene; at -95 ℃; for 15h;

DOI:10.1016/j.tet.2006.04.008

Reference yield:

2,5-dibromopyridine (624-28-2) + n-butyllithium (109-72-8,29786-93-4) + Dimethyldisulphide (624-92-0) → 2-bromo-5-methylthiopyridine (134872-23-4)

Guidance literature:

2,5-dibromopyridine; n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 4h;

Dimethyldisulphide; at 22 ℃; for 18h;

upstream raw materials:

2,5-dibromopyridine

Dimethyldisulphide

3-methylsulfanylpyridine

n-butyllithium

Downstream raw materials:

2-bromo-5-methanesulfonylpyridine

5-methylsulfonyl-2-[5-phenyl-3-difluoromethyl-1H-pyrazol-1-yl]pyridine

1-(5-methylsulfanyl-pyridin-2-yl)-ethanone

2-amino-5-(isopropylsulfonyl)-3-{[5-(methylthio)pyridin-2-yl]methoxy}benzonitrile