53174-98-4

Basic information

• Product Name: THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE
• Synonyms: THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE;THIENO[2,3-B]PYRIDINE-2-CARBOXALDEHYDE;Thieno[2,3-b]pyridine-2-carboxaldehyde 97%;Thieno[2,3-b]pyridine-2-carboxaldehyde 97+%;2-Formylthieno[2,3-b]pyridine
• CAS NO: 53174-98-4
• Molecular Formula: C₈H₅NOS
• Molecular Weight: 163.2
• Mol File: 53174-98-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 320.2 °C at 760 mmHg
• Flash Point: 147.5 °C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 0.000323mmHg at 25°C
• Refractive Index: 1.735
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.37±0.40(Predicted)
• CAS DataBase Reference: THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE(53174-98-4)
• EPA Substance Registry System: THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE(53174-98-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37
• Hazardous Substances Data: 53174-98-4(Hazardous Substances Data)

Usage

General Description

THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE, also known as thienopyridine-2-carbaldehyde, is a chemical compound with the molecular formula C8H5NOS. It is a heterocyclic compound that contains a thieno ring fused to a pyridine ring, with a carbonyl group attached at the 2-position. THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE is commonly used in organic synthesis as a building block for the production of various pharmaceuticals, agrochemicals, and other functional materials. It has also been studied for its potential biological activities, including its antifungal and antimicrobial properties. THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE is a versatile chemical that has applications in a wide range of industries and research fields.

InChI:InChI=1/C8H5NOS/c10-5-7-4-6-2-1-3-9-8(6)11-7/h1-5H

Upstream product

• 272-23-1 thieno[2,3-b]pyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 
• 154650-88-1 methyl thieno[2,3-b]pyridine-2-carboxylate 
• 131337-81-0 2-(hydroxymethyl)thieno<2,3-b>pyridine 

Downstream Products

• 1402598-26-8 N-(phenyl(thieno[2,3-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 
• 1402598-27-9 N-((2-methoxyphenyl)(thieno[2,3-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 
• 1402598-28-0 N-((2-(methylsulfanyl)phenyl)(thieno[2,3-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 
• 933751-19-0 thieno[2,3-b]pyridin-2-ylmethanamine 

Relevant articles and documents

Metal free coupling of heteroaryl N-tosylhydrazones and thiols: Efficient synthesis of sulfides

A metal free coupling of heteroaromatic N-tosylhydrazones with thiols is presented. A convenient synthetic route to synthesize heteroaryl N-tosylhydrazones is also showed. Valuable thioethers with pyrroles, pyridines, thieno[2,3-b]pyridines, imidazo[1,2-a]pyridines, and 6H-thieno[2,3-b]pyrroles derivatives were synthesized in good yields. This coupling reaction can be carried out in a one-pot fashion and scaled up to the gram scale by using heteroaryl aldehydes, without the need to isolate the N-tosylhydrazone.

Enantioselective Synthesis of 5-LO Inhibitors Using a Gulofuranose Auxiliary

The pure R-(+)-enantiomer of 5-lipoxygenase inhibitor Zileuton was prepared by diastereoselective methyl Grignard addition to an aldonitrone bearing a D-gulofuranose-derived chiral auxiliary.Addition of the Lewis acid trimethylaluminum leads to a reversal of the alkylation stereochemistry and the potent pyrido analogue, R-(+)-RS-27871 was prepared in this way from an L-gulofuranose-derived nitrone.