5897-94-9

Usage

Uses

Used in Pharmaceutical Synthesis:
3-Chloropyridine-2-thiol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
In the agrochemical industry, 3-Chloropyridine-2-thiol is employed as a precursor in the creation of compounds that can be used in pest control and crop protection, enhancing agricultural productivity.
Used in Organic Synthesis:
3-Chloropyridine-2-thiol is utilized as a reagent in organic synthesis, facilitating the formation of a wide range of organic compounds for various applications across different industries.
Used in Heterocyclic Compound Preparation:
3-Chloropyridine-2-thiol is also used in the preparation of heterocyclic compounds, which are important in various fields such as medicinal chemistry, materials science, and pharmaceuticals due to their diverse chemical and biological properties.
Safety Considerations:
Given its irritant properties to the skin, eyes, and respiratory system, 3-Chloropyridine-2-thiol requires careful handling with appropriate protective equipment and adherence to safety guidelines to ensure the well-being of those working with the chemical.

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

Upstream product

• 2402-77-9 2,3-dichloro-pyridine 
• 1851-22-5 3-chloropyridine-N-oxide 

Downstream Products

• 5898-34-0 2-(3-chloro-pyridin-2-ylsulfanyl)-1-phenyl-ethanone 

Relevant academic research and scientific papers

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.

Synthesis and characterization of 2-pyridylsulfur pentafluorides

Current approaches to prepare SF5-substituted heterocycles during the synthesis of targeted heterocyclic compounds require the use of SF5-functionalized aryl or alkyne reagents or SF5Cl as a source of the SF5 functional group. Herein we report that excess oxidative fluorination of 2,2' -dipyridyl disulfide with a KF/Cl2 /MeCN system leads to the formation of thirteen new 2-pyridylsulfur chlorotetrafluorides (2-SF4Cl-pyridines). These molecules are found to undergo further chlorine-fluorine exchange reactions by treatment with silver(I) fluoride enabling ready access to a series of ten new substituted 2-pyridylsulfur pentafluorides (2-SF5-pyridines). This is the first preparatively simple and readily scalable example of the transformation of an existing heterocyclic sulfur functionality to prepare SF5-substituted heterocycles.

Deoxydative Thiation of 3-Substituted Pyridine N-Oxides with 4-Methoxytoluene-α-thiol: A Divergent Route to Pyridinethiols

Synthesis of 3-substituted 2-pyridinethiols was achieved by thiation of pyridine N-oxides with 4-methoxytoluene-α-thiol in the presence of diethylcarbamoyl chloride followed by cleavage of the resulting sulfides.The case of substitution was shown to be affected by nucleophilicity of the N-oxide oxygen.Addition of zinc bromide to the reaction, a need for triethylamine, decreased most of the yield for thiation products but the formation of 3-methoxy-2-methoxybenzylthiopyridine was only improved.A plausible mechanism of the substitution, particularly β-thiation to the N-oxide function, is discussed compared with the regiochemistry observed in the reaction with diethoxyphosphoryl chloride instead of diethylcarbamoyl chloride.The debenzylation to pyridinethiol was also found to be dependent on the electron-density in the pyridine ring.