40771-41-3

Basic information

• Product Name: 5-Chloropyridine-2-thiol
• Synonyms: 5-Chloropyridine-2-thiol;3-Chloro-6-mercaptopyridine;5-Chloro-2-mercaptopyridine;5-Chloropyridine-2(1H)-thione;5-Chloropyridine-2-thiol 95%;5-Chloro-2(1H)-pyridinethione
• CAS NO: 40771-41-3
• Molecular Formula: C₅H₄ClNS
• Molecular Weight: 145.61
• Mol File: 40771-41-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 195-198
• Boiling Point: 223.836 °C at 760 mmHg
• Flash Point: 89.173 °C
• Appearance: /
• Density: 1.358 g/cm³
• Vapor Pressure: 0.141mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: 2-8°C
• PKA: 8.09±0.40(Predicted)
• CAS DataBase Reference: 5-Chloropyridine-2-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloropyridine-2-thiol(40771-41-3)
• EPA Substance Registry System: 5-Chloropyridine-2-thiol(40771-41-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 40771-41-3(Hazardous Substances Data)

Usage

General Description

5-Chloropyridine-2-thiol is a chemical compound that belongs to the pyridine and thiol families. It is an organosulfur compound with the molecular formula C5H4ClNS. 5-Chloropyridine-2-thiol is used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also utilized in the manufacturing of rubber accelerators and as a corrosion inhibitor. 5-Chloropyridine-2-thiol has a strong odor and is classified as a hazardous substance, so it should be handled with care and in accordance with proper safety procedures.

InChI:InChI=1/C5H4ClNS/c6-4-1-2-5(8)7-3-4/h1-3H,(H,7,8)

Upstream product

• 4214-79-3 5-chloro-1,2-dihydropyridin-2-one 
• 4214-79-3 5-chloro-2-pyridinol 
• 16110-09-1 2,5 dichloropyridine 
• 1480-65-5 2-fluoro-5-chloropyridine 

Downstream Products

• 1207747-17-8 2-{4-[4-(methylsulfonyl)phenyl]-1,3-oxazol-2-yl}pyridine 
• 1207746-29-9 methyl 4-{5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}benzoate 
• 1207746-28-8 5-((5-chloropyridin-2-yl)thio)-4-(4-(methylsulfonyl)phenyl)-2-(4-fluorophenyl)oxazole 
• 1207746-32-4 4-{5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}-1-(methylsulfonyl)piperidinium trifluoroacetate 
• 1207745-47-8 methyl 5-[5-[(5-chloropyridin-2-yl)thio]-2-(4-fluorophenyl)-1,3-oxazol-4-yl]pyrazine-2-carboxylate 
• 1207745-58-1 2-(5-(5-((5-chloropyridin-2-yl)thio)-2-(4-fluorophenyl)oxazol-4-yl)pyridin-2-yl)propan-2-ol 
• 1207748-10-4 ethyl (1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-2-cyclopropyl-1,3-oxazol-4-yl}phenyl)cyclopropanecarboxylate 
• 1242441-48-0 (1S,2S)-ethyl 2-(4-(5-((5-chloropyridin-2-yl)thio)-1H-imidazol-4-yl)phenyl)cyclopropanecarboxylate 
• 1242441-02-6 2-((4-(4-bromophenyl)-1-methyl-1H-imidazol-5-yl)thio)-5-chloropyridine 
• 1242441-17-3 (1S,2S)-ethyl 2-(4-(5-((5-chloropyridin-2-yl)thio)-1-methyl-1H-imidazol-4-yl)phenyl)cyclopropanecarboxylate 
• 58254-76-5 5-chloro-2-phenylpyridine 
• 885277-08-7 5-chloropyridine-2-sulfonyl chloride 

Relevant articles and documents

Grignard-Reagent-Promoted Desulfonylation/Intramolecular Coupling for the Synthesis of 2-(1-Fluorovinyl)pyridines

A novel process involving Grignard-reagent-promoted desulfonylation/intramolecular coupling of readily available α-fluoro-α,β-unsaturated-(2-pyridyl)sulfones was realized that provided a series of polysubstituted 2-(1-fluorovinyl)pyridines in good yields. The intrinsic coordination between pyridine and Mg(II) along with the "negative fluorine effect"of the substrates should play the key role for the smooth transformation in the absence of transition-metal catalysts.

Silver-induced self-immolative Cl-F exchange fluorination of arylsulfur chlorotetrafluorides: Synthesis of arylsulfur pentafluorides

A novel strategy for the synthesis of arylsulfur pentafluorides by silver carbonate-induced Cl-F exchange fluorination of arylsulfur chlorotetrafluorides is reported. This fluorination does not require any exogenous fluoride sources. Rather, the reaction proceeds via the self-immolation of the substrate Ar-SF4Cl.

Discovery of MK-3168: A PET tracer for imaging brain fatty acid amide hydrolase

We report herein the discovery of a fatty acid amide hydrolase (FAAH) positron emission tomography (PET) tracer. Starting from a pyrazole lead, medicinal chemistry efforts directed toward reducing lipophilicity led to the synthesis of a series of imidazole analogues. Compound 6 was chosen for further profiling due to its appropriate physical chemical properties and excellent FAAH inhibition potency across species. [11C]-6 (MK-3168) exhibited good brain uptake and FAAH-specific signal in rhesus monkeys and is a suitable PET tracer for imaging FAAH in the brain.