5-Chloropyridine-2-thiol

Base Information

• Chemical Name: 5-Chloropyridine-2-thiol
• CAS No.: 40771-41-3
• Molecular Formula: C5H4ClNS
• Molecular Weight: 145.612
• Hs Code.: 2933399090
• European Community (EC) Number: 684-462-4
• DSSTox Substance ID: DTXSID90397198
• Nikkaji Number: J3.225.364D
• Wikidata: Q72458595
• Mol file: 40771-41-3.mol

Synonyms:5-chloropyridine-2-thiol;40771-41-3;5-chloro-2-pyridinethiol;5-chloro-1H-pyridine-2-thione;5-Chloropyridine-2(1H)-thione;2(1H)-Pyridinethione, 5-chloro-;3-Chloro-6-mercaptopyridine;SCHEMBL421803;AMY6289;DTXSID90397198;5-Chloropyridine-2-thiol, 95%;FNXPASNYGUMVGZ-UHFFFAOYSA-N;MFCD00661468;AKOS000145571;AKOS024462585;CB-0702;SB52343;CS-0156766;FT-0680886;EN300-31463;J-517411;Z271138142

Chemical Property of 5-Chloropyridine-2-thiol

Chemical Property:

• Vapor Pressure: 0.141mmHg at 25°C
• Melting Point: 195-198 °C
• Refractive Index: 1.615
• Boiling Point: 223.836 °C at 760 mmHg
• PKA: 8.09±0.40(Predicted)
• Flash Point: 89.173 °C
• PSA: 51.69000
• Density: 1.358 g/cm³
• LogP: 2.02370
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 144.9752980
• Heavy Atom Count: 8
• Complexity: 171

Purity/Quality:

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

5-Chloropyridine-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=S)NC=C1Cl

Technology Process of 5-Chloropyridine-2-thiol

There total 4 articles about 5-Chloropyridine-2-thiol 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: 76.0%

5-chloro-1,2-dihydropyridin-2-one (4214-79-3) → 5-chloropyridine-2(1H)-thione (40771-41-3)

Guidance literature:

With Lawessons reagent; In toluene; at 124 ℃; for 2.5h;

DOI:10.1016/j.tet.2016.12.024

Reference yield: 47.0%

2,5 dichloropyridine (16110-09-1) → 2-mercapto-5-chloro-pyridine (40771-41-3)

Guidance literature:

2,5 dichloropyridine; With thiourea; In ethanol; at 95 ℃; for 22h;

With potassium hydroxide; In water; at 95 ℃; for 2h;

DOI:10.1021/ml4000996

Reference yield:

2-fluoro-5-chloropyridine (1480-65-5) → 2-mercapto-5-chloro-pyridine (40771-41-3)

Guidance literature:

With sodium sulfide; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c7cc07222h

upstream raw materials:

2,5 dichloropyridine

5-chloro-2-pyridinol

2-fluoro-5-chloropyridine

5-chloro-1,2-dihydropyridin-2-one

Downstream raw materials:

2-{4-[4-(methylsulfonyl)phenyl]-1,3-oxazol-2-yl}pyridine

methyl 4-{5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}benzoate

5-((5-chloropyridin-2-yl)thio)-4-(4-(methylsulfonyl)phenyl)-2-(4-fluorophenyl)oxazole

4-{5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}-1-(methylsulfonyl)piperidinium trifluoroacetate

Refernces

• 1、 Cui, Benqiang,Kosobokov, Mikhail,Matsuzaki, Kohei,Tokunaga, Etsuko,Shibata, Norio. "IF5 affects the final stage of the Cl-F exchange fluorination in the synthesis of pentafluoro-λ6-sulfanyl-pyridines, pyrimidines and benzenes with electron-withdrawing substituents". supporting information. p. 5997 - 6000. Retrieved 2017/07/10.
• 2、 So?nicki, Jacek G.,Idzik, Tomasz,Borzyszkowska, Aleksandra,Wróblewski, Emil,Maciejewska, Gabriela,Struk, ?ukasz. "Addition of novel benzylmagnesium “ate” complexes of BnR2MgLi type to 2-(thio)pyridones and related compounds". supporting information. p. 481 - 493. Retrieved 2017/01/13.