26820-68-8

Basic information

• Product Name: N-butyl-3-nitropyridin-2-amine
• Synonyms: N-butyl-3-nitropyridin-2-amine
• CAS NO: 26820-68-8
• Molecular Formula: C9H13N3O2
• Molecular Weight: 195.21842
• Mol File: 26820-68-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-butyl-3-nitropyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-butyl-3-nitropyridin-2-amine(26820-68-8)
• EPA Substance Registry System: N-butyl-3-nitropyridin-2-amine(26820-68-8)

Safety Data

• Hazardous Substances Data: 26820-68-8(Hazardous Substances Data)

Upstream product

• 6332-56-5 3-nitropyridone 
• 109-73-9 N-butylamine 
• 252980-62-4 3-nitro-2-trimethylsiloxypyridine 
• 76893-44-2 3-nitropyridine-2-phenyl ether 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 2530-26-9 3-nitropyridine 

Relevant articles and documents

Practical amination of nitropyridones by silylation

A practical method for coupling nitropyridones (1) with primary amines by treatment with hexamethyldisilazane has been developed, avoiding the use of hazardous reagents such as POCl3. The activation of the pyridone by a nitro group is necessary for efficient coupling, leading to aminonitropyridines (3) in good yields. Regioisomers other than 3-nitro-4-pyridone (1) were found to be substantially less reactive but would undergo coupling with primary amines.

The effects of ring substituents and leaving groups on the kinetics of SNAr reactions of 1-halogeno- and 1-phenoxy-nitrobenzenes with aliphatic amines in acetonitrile

Rate constants are reported for the reactions of a series of 1-chloro-, 1-fluoro- and 1-phenoxy-nitrobenzenes activated by CF3 or CN groups or by ring-nitrogen with n-butylamine, pyrrolidine or piperidine in acetonitrile. The results are compar

Synthesis of N-alkoxybenzimidazoles and N-alkoxypyrimidazoles

A variety of novel N-alkoxy aromatic-fused imidazoles have been prepared in a simple two-step process from 2-fluoro nitroaromatics and 2-chloro-3-nitropyridine. The imidazole forming step involves tandem heterocyclisation and O-alkylation with an in situ alkylating agent, and supports prior mechanistic proposals. Additional mechanistic experiments are described. The protocol is versatile with respect to both substrate halo-nitro aromatics and to the nature of the added electrophile (halides) used in the second step, and thereby significantly extends the scope of this reaction and its applicability to diverse synthesis. This methodology can also be used to generate various types of novel N-alkoxypyrimidazoles (4-deazapurine analogues), and an X-ray structure of one such pyrimidazole is presented.