121643-45-6

Basic information

• Product Name: 2 6-DIMETHOXYPYRIDINE-3-CARBONITRILE 9&
• Synonyms: 2 6-DIMETHOXYPYRIDINE-3-CARBONITRILE 9&;2,6-Dimethoxy-3-cyanopyridine, 2,6-Dimethoxynicotinonitrile;2,6-Dimethoxypyridine-3-carbonitrile 97%
• CAS NO: 121643-45-6
• Molecular Formula: C₈H₈N₂O₂
• Molecular Weight: 164.163
• Mol File: 121643-45-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 94-98 °C
• Boiling Point: 283.86 °C at 760 mmHg
• Flash Point: 125.474 °C
• Appearance: /
• Density: 1.191 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 2 6-DIMETHOXYPYRIDINE-3-CARBONITRILE 9&(CAS DataBase Reference)
• NIST Chemistry Reference: 2 6-DIMETHOXYPYRIDINE-3-CARBONITRILE 9&(121643-45-6)
• EPA Substance Registry System: 2 6-DIMETHOXYPYRIDINE-3-CARBONITRILE 9&(121643-45-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 121643-45-6(Hazardous Substances Data)

Usage

General Description

2,6-Dimethoxypyridine-3-carbonitrile, also known as 6,7-dimethoxypyrido[3,4-b]pyrazine, is a chemical compound commonly used in the synthesis of pharmaceuticals and agrochemicals. It is a pyridine derivative with two methoxy groups attached to the 2 and 6 positions, and a cyano group at position 3. 2 6-DIMETHOXYPYRIDINE-3-CARBONITRILE 9& is a versatile building block in organic chemistry due to its reactivity and ability to participate in a variety of synthetic reactions. It is commonly used as an intermediate in the production of pesticides, insecticides, and other agricultural chemicals, and as a starting material in the production of pharmaceutical drugs. 2,6-Dimethoxypyridine-3-carbonitrile has also shown potential for use in the Hantzsch synthesis of pyridine and pyrazine derivatives, making it a valuable compound in the field of organic synthesis.

InChI:InChI=1/C8H8N2O2/c1-11-7-4-3-6(5-9)8(10-7)12-2/h3-4H,1-2H3

Upstream product

• 6231-18-1 2,6-dimethoxypyridine 
• 773837-37-9 sodium cyanide 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 16727-43-8 2,6-dimethoxynicotinic acid 
• 7677-24-9 trimethylsilyl cyanide 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 35441-10-2 3-cyano-2,6-dihydroxypyridine 
• 74-88-4 methyl iodide 
• 1445-45-0 Trimethyl orthoacetate 
• 67-56-1 methanol 
• 40381-90-6 2,6-dichloro-3-pyridinecarbonitrile 
• 186581-53-3 diazomethane 
• 130747-60-3 1,6-dihydro-2-methoxy-6-oxopyridine-3-carbonitrile 

Relevant articles and documents

Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes

Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here, we report that a stable organic semiconductor material, mesoporous graphitic carbon nitride (mpg-CN), can act as a visible-light photoredox catalyst to orchestrate oxidative and reductive interfacial electron transfers to two different substrates in a two- or three-component system for direct twofold carbon–hydrogen functionalization of arenes and heteroarenes. The mpg-CN catalyst tolerates reactive radicals and strong nucleophiles, is straightforwardly recoverable by simple centrifugation of reaction mixtures, and is reusable for at least four catalytic transformations with conserved activity.

Electrochemical C-H cyanation of electron-rich (Hetero)arenes

A straightforward method for the electrochemical C-H cyanation of arenes and heteroarenes that proceeds at room temperature in MeOH, with NaCN as the reagent in a simple, open, undivided electrochemical cell is reported. The platinum electrodes are passivated by ad-sorbed cyanide, which allows conversion of an exceptionally broad range of electron-rich substrates all the way down to dialkyl arenes. The cyanide electrolyte can be replenished with HCN, opening opportunities for salt-free industrial C-H cyanation.

Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis

Methods for the direct C-H functionalization of aromatic compounds are in demand for a variety of applications, including the synthesis of agrochemicals, pharmaceuticals, and materials. Herein, we disclose the construction of aromatic nitriles via direct C-H functionalization using an acridinium photoredox catalyst and trimethylsilyl cyanide under an aerobic atmosphere. The reaction proceeds at room temperature under mild conditions and has proven to be compatible with a variety of electron-donating and -withdrawing groups, halogens, and nitrogen- and oxygen-containing heterocycles, as well as aromatic-containing pharmaceutical agents.