1681-37-4

Basic information

• Product Name: 4-Amino-3-nitropyridine
• Synonyms: 4-aMine-3-nitropyridine;4-Amino-3-nitropyridine,96%;(3-nitro-4-pyridyl)amine;4-Pyridinamine, 3-nitro-;TIMTEC-BB SBB005533;3-NITROPYRIDIN-4-AMINE;3-NITRO-4-AMINOPYRIDINE;3-NITRO-4-PYRIDINAMINE
• CAS NO: 1681-37-4
• Molecular Formula: C₅H₅N₃O₂
• Molecular Weight: 139.11
• EINECS: -0
• Product Categories: Pyridine;Pyridines derivates;Pyridines;Boronic Acid;C5;Heterocyclic Building Blocks;Pyridine Series;Building Blocks/Intermediates
• Mol File: 1681-37-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 203-207 °C(lit.)
• Boiling Point: 255.04°C (rough estimate)
• Flash Point: 165.7 °C
• Appearance: Yellow/Crystalline Powder
• Density: 1.4551 (rough estimate)
• Vapor Pressure: 4.4E-05mmHg at 25°C
• Refractive Index: 1.5900 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.02±0.12(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 383710
• CAS DataBase Reference: 4-Amino-3-nitropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3-nitropyridine(1681-37-4)
• EPA Substance Registry System: 4-Amino-3-nitropyridine(1681-37-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39
• RIDADR: UN2811
• WGK Germany: 3
• Hazardous Substances Data: 1681-37-4(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

Uses

4-Amino-3-nitropyridine is used as a pharmaceutical intermediate.

InChI:InChI=1/C5H5N3O2/c6-4-1-2-7-3-5(4)8(9)10/h1-3H,(H2,6,7)/p+1

Upstream product

• 79371-42-9 N-(3-nitropyridin-4-yl)acetamide 
• 2530-26-9 3-nitropyridine 
• 5435-54-1 4-hydroxy-3-nitropyridine 
• 13091-23-1 4-chloro-3-nitropyridine 

Downstream Products

• 1001014-46-5 N-(4-(1-(6-methylpyridin-3-yl)-4-(pyridin-2-yl)-1H-imidazol-2-yl)phenyl)-3-nitropyridin-4-amine 
• 1305317-09-2 N-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)benzophenone imine 
• 1305317-10-5 N-[2,3-bis(4-methoxyphenyl)pyrido[3,4-b]pyrazin-8-yl]benzophenone imine 
• 788821-74-9 8-amino-2,3-diphenylpyrido[3,4-b]pyrazine 
• 1305317-11-6 8-amino-2,3-bis(4-methoxyphenyl)pyrido[3,4-b]pyrazine 
• 1305317-14-9 N-(3-bromophenyl)-2,3-diphenylpyrido[3,4-b]pyrazin-8-amine 
• 1305317-15-0 N-(3-chloro-4-fluorophenyl)-2,3-diphenylpyrido[3,4-b]pyrazin-8-amine 
• 1305317-16-1 N-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)-N'-ethylurea 
• 1305317-17-2 N-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)-N'-phenylurea 
• 1305317-18-3 N-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)-N'-(3-methoxyphenyl)urea 
• 1305317-19-4 N-(3-chlorophenyl)-N'-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)urea 
• 1305317-20-7 N-[4-chloro-3-(trifluoromethyl)phenyl]-N'-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)urea 
• 1305317-22-9 N-[2,3-bis(4-methoxyphenyl)pyrido[3,4-b]pyrazin-8-yl]-N'-phenylurea 
• 1305317-24-1 N-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)-N'-ethylthiourea 

Relevant articles and documents

The oxidative amination of 3-nitropyridines

3-Nitropyridine was reacted with ammonia or alkylamines and KMnO4 under several different conditions. Substitutions in the para position to the nitro group were obtained with high regioselectivity: with ammonia, 2-amino-5-nitropyridine (66%), w

Regioselectivity of the Amination of Some 3-Nitropyridines by Liquid Ammonia / Potassium Permanganate

3-Nitropyridine and some of its derivatives are aminated in a liquid ammonia solution of potassium permanganate to the corresponding 2- and (or) 4- and (or) 6-amino compounds.Quantumchemical calculations for a few 3-nitropyridines suggest that the experimentally observed regioselectivity of the amination is controlled by Coulombic interaction. --- Key Words: Amination / Nitropyridines / Reactivity indices / Calculations, MNDO