2047-49-6

Basic information

• Product Name: 5-NITRONICOTINIC ACID
• Synonyms: 5-NITROPYRIDINE-3-CARBOXYLIC ACID;5-NITRONICOTINIC ACID;5-NITRO-3-PYRIDINECARBOXYLIC ACID;5-Nitropyridin-3-ylcarboxylic acid;5-Nitropyridine-3-carboxylic acid, 3-Carboxy-5-nitropyridine;3-Carboxy-5-nitropyridine;5-Nitro-nicotinsaeure;Nicotinic EP Impurity F
• CAS NO: 2047-49-6
• Molecular Formula: C₆H₄N₂O₄
• Molecular Weight: 168.11
• Product Categories: blocks;Carboxes;Pyridines;pharmacetical;Pyridine series;Pyridines derivates;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Nicotine Derivatives;Pharmaceuticals
• Mol File: 2047-49-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 171-173
• Boiling Point: 369.477 °C at 760 mmHg
• Flash Point: 177.254 °C
• Appearance: /
• Density: 1.571 g/cm³
• Vapor Pressure: 4.12E-06mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.75±0.10(Predicted)
• CAS DataBase Reference: 5-NITRONICOTINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRONICOTINIC ACID(2047-49-6)
• EPA Substance Registry System: 5-NITRONICOTINIC ACID(2047-49-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• Hazardous Substances Data: 2047-49-6(Hazardous Substances Data)

Usage

Chemical Properties

Yellow-brown powder

Uses

An intermediate in the synthesis of nicotinamide with potential anticoccidial activity.

InChI:InChI=1/C6H4N2O4/c9-6(10)4-1-5(8(11)12)3-7-2-4/h1-3H,(H,9,10)

Upstream product

• 21901-25-7 3-nitro-5-methyl-2-hydrazine-pyridine 
• 7464-14-4 2-hydroxy-5-methyl-3-nitropyridine 
• 23056-40-8 2-chloro-5-methyl-3-nitro-pyridine 
• 59-67-6 nicotinic acid 
• 6960-20-9 3-methyl-5-nitropyridine 

Downstream Products

• 1448313-21-0 2-(5-nitronicotinoyl)hydrazinecarbothioamide 
• 2013-72-1 5-nitronicotinic acid chloride 
• 1448313-27-6 2-amino-N-(5-(5-oxo-7-(piperazin-1-yl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)pyridin-3-yl)acetamide 
• 1448313-26-5 tert-butyl 4-(2-(5-(2-((tert-butoxycarbonyl)amino)acetamido)pyridin-3-yl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate 
• 1448313-25-4 tert-butyl 4-(2-(5-aminopyridin-3-yl)-5-oxo-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)piperazine-1-carboxylate 
• 1448313-24-3 tert-butyl 4-(2-(5-nitropyridin-3-yl)-5-oxo-5H-[1,3,4 ]thiadiazolo[3,2-a]pyrimidin-7-yl)piperazine-1-carboxylate 
• 1448313-23-2 7-chloro-2-(5-nitropyridin-3-yl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 

Relevant articles and documents

The synthesis of β-nitropyridine compounds

Pyridine and a number of substituted pyridines have been nitrated by reaction with N2O5 followed by reaction with an aqueous solution of SO2xH2O or NaHSO3. The dependence of the yields on the pH of the aqueous reaction medium, on the concentration of SO2xH2O-HSO3-, on addition of methanol to the aqueous phase, and on the reaction temperature were investigated. The yields obtained with NaHSO3 were: 3-nitropyridine 77%, 2-methyl-5-nitro-pyridine 36%, 3-methyl-5-nitropyridinc 24%, 3-acetyl-5-nitropyridine 18%, 5-nitropyridine-3-carboxylic acid 15%, 3-chloro-5-nitropyridine 11%, 4-methyl-3-nitropyridine 39%, 4-acetyl-3-nitropyridine 67%, 4-cyano-3-nitropyridine 45%, 4-phenyl-3-nitropyridine 68%, 4-formyl-3-nitropyridine 62% (from reaction in liquid SO2), 3-nitropyridine-4-carboxylic acid 48%, methyl 3-nitropyridine-4-carboxylate 75%, 2,3-dimethyl-5-nitropyridine 37%, 2,4-dimethyl-5-nitropyridine 64%, 3-nitroquinoline 10% and 4-nitroisoquinoline 42%.