14906-64-0

Basic information

• Product Name: NICOTINONITRILE-1-OXIDE
• Synonyms: 3-CYANOPYRIDINE-1-OXIDE;3-CYANOPYRIDINIUM-1-OLATE;RARECHEM AK HB 0030;N-OXY-3-CYANOPYRIDINE;NICOTINONITRILE-1-OXIDE;Nicotinitrile-1-oxide;N-Oxo-3-Cyano Pyridine;NSC 170850
• CAS NO: 14906-64-0
• Molecular Formula: C₆H₄N₂O
• Molecular Weight: 120.11
• EINECS: 238-975-1
• Mol File: 14906-64-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 172-175°C
• Boiling Point: 382.7 °C at 760 mmHg
• Flash Point: 185.3 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 4.63E-06mmHg at 25°C
• Refractive Index: 1.567
• PKA: -0.67±0.10(Predicted)
• Sensitive: Hygroscopic
• CAS DataBase Reference: NICOTINONITRILE-1-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: NICOTINONITRILE-1-OXIDE(14906-64-0)
• EPA Substance Registry System: NICOTINONITRILE-1-OXIDE(14906-64-0)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36
• RIDADR: 3276
• PackingGroup: III
• Hazardous Substances Data: 14906-64-0(Hazardous Substances Data)

Usage

Uses

3-Cyanopyridine N-Oxide is a useful synthetic intermediate in the synthesis of Arimoclomol Maleic Acid (A771270); an orally administered drug used to treat amyotrophic lateral sclerosis.

InChI:InChI=1/C6H4N2O/c7-4-6-2-1-3-8(9)5-6/h1-3,5H

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 14906-59-3 4-cyanopyridine N-oxide 
• 924-88-9 diisopropyl succinate 
• 7722-84-1 dihydrogen peroxide 
• 1986-81-8 nicotinamide N-oxide 
• 108-24-7 acetic anhydride 

Downstream Products

• 2942-59-8 2-chloronicotinic acid 
• 117713-58-3 N-methylbenzamide 
• 20577-26-8 2-bromonicotinonitrile 
• 58534-11-5 tetrazolo[1,5-a]pyridine-6-carbonitrile 

Relevant articles and documents

Preparation method of nicosulfamide

The invention relates to the technical field of pesticide synthesis, in particular to a preparation method of nicosulfamide. The preparation method of the smoke sulfonamide comprises the following steps: taking 3-cyanopyridine as a raw material, and carrying out oxidation reaction to obtain 3-cyanopyridine nitric oxide; carrying out sulfonation reaction and ammoniation reaction on the 3-cyanopyridine nitrogen oxide to obtain 2-sulfonamido-3-cyanopyridine; carrying out alkaline hydrolysis on the 2-sulfamido-3-cyanopyridine to obtain 2-sulfamido nicotinic acid; and carrying out amidation reaction on the nicotinic acid 2-sulfonamide to obtain the nicotinamide. The preparation method of the nicosulfamide is simple to operate and low in raw material cost, by-products generated in the preparation process can be recycled, the cost is saved, and the prepared nicosulfamide is high in yield and purity.

A 3-cyano-pyridine N-oxide preparation method

The invention provides a preparation method of 3-cyano-pyridine N-oxide. The preparation method comprises the following steps that 3-cyano-pyridine is put into a reaction bottle; 3-cyano-pyridine is heated in the presence of water as a solvent and sulfuric acid as a co-catalyst; then an oxidizing agent is dropwisely added into the reaction bottle; the mixture undergoes an oxidation reaction; the reaction product is cooled, stood and filtered; and the filter residues are dried. The preparation method realizes high-selectivity and high-efficiency preparation of the 3-cyano-pyridine N-oxide. The 3-cyano-pyridine N-oxide has low nicotinamido-N-oxide content so that a follow-up chlorination reaction is promoted and a 2-chloronicotinic acid synthesis yield is improved. The preparation method has a low cost, improves the oxidation product purity and yield and is suitable for industrial production.

Renewable waste rice husk grafted oxo-vanadium catalyst for oxidation of tertiary amines to N-oxides

Low cost renewable waste rice husks (RH) have been used as a support for grafting of an oxo-vanadium Schiff base via covalent attachment for the oxidation of tertiary amines to N-oxide. The synthesis of the desired RH grafted oxo-vanadium complex involves prior functionalization of the RH support with amino-propyltrimethoxysilane (APTMS) followed by its reaction with salicylaldehyde to get an RH-functionalized Schiff base which subsequently reacted with vanadyl sulphate to get the targeted oxo-vanadium catalyst. The synthesized catalyst was found to be an efficient heterogeneous catalyst and afforded an excellent yield of corresponding N-oxides via oxidation of tertiary amines with hydrogen peroxide as an oxidant. Furthermore, the synthesized catalyst was found to be quite stable and showed consistent activity for five runs without any loss in activity.