4262-06-0

Basic information

• Product Name: 2-Pyridinyl sulphide
• Synonyms: 2-Pyridinyl sulphide;2-PYRIDINYL SULFIDE;2,2''-THIOBIS-PYRIDINE;2,2'-Thiodipyridine;2-pyridin-2-ylsulfanylpyridine
• CAS NO: 4262-06-0
• Molecular Formula: C₁₀H₈N₂S
• Molecular Weight: 188.24892
• Mol File: 4262-06-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 348 °C at 760 mmHg
• Flash Point: 164.3 °C
• Appearance: /
• Density: 1.25 g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: 2-Pyridinyl sulphide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinyl sulphide(4262-06-0)
• EPA Substance Registry System: 2-Pyridinyl sulphide(4262-06-0)

Safety Data

• Hazardous Substances Data: 4262-06-0(Hazardous Substances Data)

Usage

General Description

2-Pyridinyl sulphide, also known as thiazolidine-2-thione or 2-mercaptopyridine, is a chemical compound with the molecular formula C5H5NS. It is a sulfur-containing heterocyclic compound with a characteristic pyridine ring and a sulfur atom bonded to the second carbon of the ring. 2-Pyridinyl sulphide is widely used in the pharmaceutical industry as a key building block in the synthesis of various drugs and pharmaceutical intermediates. It also has potential applications in organic synthesis, agrochemicals, and material science due to its unique chemical properties and reactivity. 2-Pyridinyl sulphide has antibacterial, antifungal, and anti-inflammatory properties and is being studied for its potential therapeutic applications in various diseases and health conditions.

InChI:InChI=1/C10H8N2S/c1-3-7-11-9(5-1)13-10-6-2-4-8-12-10/h1-8H

Upstream product

• 109-04-6 2-bromo-pyridine 
• 109-09-1 2-chloropyridine 
• 74-88-4 methyl iodide 
• 100-51-6 benzyl alcohol 

Downstream Products

• 2637-34-5 2-Sulfanylpyridine 
• 4783-71-5 2-(4-methylphenoxy)pyridine 
• 100421-13-4 2,4,6-Trimethyl(2-pyridoxy)benzol 
• 78646-39-6 2-(4-methoxyphenoxy)pyridine 
• 3111-54-4 2-phenylsulfanylpyridine 
• 24367-35-9 Phenyl 2-pyridyl disulfide 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 4783-68-0 2-phenoxypyridine 
• 134067-05-3 {Rh(C₈H₁₂)((C₅H₄N)2S)}⁽¹⁺⁾*{B(C₆H₅)4}^(1-)={Rh(C₈H₁₂)((C₅H₄N)2S)}{B(C₆H₅)4} 
• 134067-01-9 {Rh(CO)(As(C₆H₅)3)((C₅H₄N)2S)}⁽¹⁺⁾*BF₄^(1-)={Rh(CO)(As(C₆H₅)3)((C₅H₄N)2S)}{BF₄} 
• 134067-03-1 C₂₆H₃₂Cl₂N₂Rh₂S 
• 51954-54-2 2-(p-tolylthio)pyridine 

Relevant articles and documents

Integrated preparation method of 2-mercaptopyridine and 2, 2 '-pyridinium sulfide

The invention discloses an integrated preparation method of 2-mercaptopyridine and 2, 2 '-pyridinium sulfide, which comprises the steps of adding sulfur, sodium sulfide and a composite catalyst into water serving as a solvent, and uniformly stirring under a heating condition until the sulfur, the sodium sulfide and the composite catalyst are all dissolved; then adding 2-halogenated pyridine, and reacting for 20-30 hours at a reflux temperature, wherein the composite catalytic system is prepared by adding a cocatalyst with the same weight as cesium acetate into cesium acetate; after the reaction is finished, cooling the reaction liquid to the room temperature, then conducting extraction to respectively obtain extraction liquid and raffinate reaction liquid, and enabling the extraction liquid and the raffinate reaction liquid to be subjected to aftertreatment respectively to obtain 2, 2 '-pyridinium sulfide and 2-mercaptopyridine. The method can obtain two main products at the same time, and generation of by-products is reduced.

Efficient Generation of C–S Bonds via a By-Product-Promoted Selective Coupling of Alcohols, Organic Halides, and Thiourea

A metal- and base-free three-component coupling of alcohols, heteroaryl halides, and thiourea has been developed for direct and selective synthesis of heteroaryl thioethers. This method can be easily scaled up to the gram scale and extended to dialkyl thioethers, heteroaryl selenides, benzothiazoles, and some antimycobacterially-active thioethers. Mechanistic studies revealed that a by-product-promoted in situ C–O activation of alcohols to more reactive alkyl halides and slow release of the thiol and alkyl halide intermediates are the key to the high selectivity and success of the reaction. (Figure presented.).

One-Pot Two-Step Synthesis of Aryl Sulfur Compounds by Photoinduced Reactions of Thiourea Anion with Aryl Halides

(Equation presented) The photoinduced reactions of aryl halides with the thiourea anion afford arene thiolate ions in DMSO. These species without isolation, and by a subsequent aliphatic nucleophilic substitution, S RN1 reaction, oxidation, or protonation, yield aryl methyl sulfides, diaryl sulfides, diaryl disulfides, and aryl thiols with good yields (50-80%). This is a simple and convenient approach which involves the use of the commercially available and inexpensive thiourea in a one-pot two-step process for the synthesis of aromatic sulfur compounds.