89281-13-0

Basic information

• Product Name: 2,6-Dichloroisonicotinamide
• Synonyms: 2,6-DICHLORO-4-PYRIDINECARBOXAMIDE;2,6-DICHLOROISONICOTINAMIDE;2,6-DICHLOROPYRIDINE-4-CARBOXAMIDE;2,6-Dichloropyridine-4-carboxamide, 4-Carbamoyl-2,6-dichloropyridine
• CAS NO: 89281-13-0
• Molecular Formula: C₆H₄Cl₂N₂O
• Molecular Weight: 191.01
• Product Categories: Pyridines
• Mol File: 89281-13-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 202 °C
• Boiling Point: 168-171°C/1mm
• Flash Point: 134.1 °C
• Appearance: /
• Density: 1.524 g/cm³
• Vapor Pressure: 0.00129mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2,6-Dichloroisonicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichloroisonicotinamide(89281-13-0)
• EPA Substance Registry System: 2,6-Dichloroisonicotinamide(89281-13-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 89281-13-0(Hazardous Substances Data)

Usage

General Description

2,6-Dichloroisonicotinamide is a derivative of isonicotinamide, a nicotinamide analog. It is a chemical compound with the molecular formula C6H4Cl2N2O, and it is composed of a benzene ring with two chlorine atoms and a pyridine ring. 2,6-Dichloroisonicotinamide is primarily used in the pharmaceutical industry as a building block in the synthesis of various pharmaceutical products. It exhibits a range of biological activities, including antimicrobial, antiviral, and anticancer properties, making it of interest for potential therapeutic applications. Additionally, 2,6-Dichloroisonicotinamide is also used as an intermediate in the production of agrochemicals and other specialty chemicals.

InChI:InChI=1/C6H4Cl2N2O/c7-4-1-3(6(9)11)2-5(8)10-4/h1-2H,(H2,9,11)

Upstream product

• 5398-44-7 2,6-dichloropyridine-4-carboxylic acid 
• 101990-72-1 2,6-dichloro-pyridin-4-ylmethyl chloride 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 98027-84-0 2,6-dichloro-4-iodopyridine 
• 3019-71-4 Trichloroacetyl isocyanate 
• 42521-08-4 2,6-dichloroisonicotinoyl chloride 
• 2402-78-0 2,6-dichloropyridine 
• 64-18-6 formic acid 
• 7664-41-7 ammonia 

Downstream Products

• 32710-65-9 2,6-dichloro-4-cyanopyridine 
• 313269-84-0 2-chloro-6-propylsulfanyl-isonicotinamide 
• 101990-69-6 (2,6-dichloropyridin-4-yl)methanol 
• 88579-63-9 (2,6-dichloropyridin-4-yl)methanamine 

Relevant articles and documents

Synthesis of novel pyridine and pyrimidine derivatives as potential inhibitors of HIV-1 reverse transcriptase using palladium-catalysed C-N cross-coupling and nucleophilic aromatic substitution reactions

Palladium-mediated cross-coupling reactions are used in the successful construction of a small library of flexible heteroatom-linked diarylpyridine target compounds, including pyridines bearing a secondary amide substituent. Heteroatom-linked diarylpyrimidine derivatives bearing a chlorine substituent are prepared by base-catalysed nucleophilic aromatic substitution reactions without the need for palladium catalysis.

Preparation of primary amides from functionalized organozinc halides

Organozinc halides, which are prepared either by direct zinc insertion or halogen-magnesium exchange and subsequent transmetalation with ZnCl2, react smoothly with commercially available trichloroacetyl isocyanate to give, after hydrolysis, the corresponding primary amides. This method is compatible with a variety of functional groups such as an ester or a cyano group. Also heterocyclic-, alkenyl, and acetylenic zinc reagents are converted to the corresponding primary amides under these conditions.