13505-02-7

Usage

Uses

Used in Pharmaceutical Research:
4-NITRO-PYRIDIN-3-YLAMINE is used as a building block in pharmaceutical research for its ability to contribute to the development of new medications. Its nitrogen-containing heterocyclic structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 4-NITRO-PYRIDIN-3-YLAMINE is used as an intermediate in the synthesis of various agrochemicals, which are essential for crop protection and enhancement of agricultural productivity.
Used in Dye and Pigment Production:
4-NITRO-PYRIDIN-3-YLAMINE is utilized as a key component in the production of dyes and pigments, where its chemical properties contribute to the color and stability of these products in various applications, including textiles, plastics, and printing inks.

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

Upstream product

• 15862-54-1 β-N-nitraminopyridine 
• 1122-61-8 4-nitropyridine 
• 67-62-9 O-Methylhydroxylamin 
• 7646-85-7 zinc(II) chloride 

Downstream Products

• 1258281-56-9 5-bromo-2-chloro-N-(4-nitro-pyridin-3-yl)-benzamide 

Relevant academic research and scientific papers

Zinc-promoted direct amination of nitropyridines with methoxyamine via vicarious nucleophilic substitution

Direct animation of nitropyridines with methoxyamine in the presence of a stoichiometric amount of zinc(II) chloride under basic conditions proceeds to give aminonitropyridines.

Process for producing aminonitropyridines

A process for producing an aminonitropyridine represented by the general formula [1], which comprises reacting a nitropyridine represented by the general formula [2] (wherein X1, X2 and X3 indicate a hydrogen atom, a halogen atom, a nitro group, a cyano group, an aryl group, an aromatic heterocycle or an alkyl group, etc.; Y is an oxygen atom; and n is 0 or 1) with an O-substituted hydroxylamine represented by the general formula [3] (wherein R4 is a hydrogen atom, an alkyl group, a cycloalkyl group or an aralkyl group; and R5 is an alkyl group or an aralkyl group) or a salt thereof in the presence of a base and a metal catalyst. STR1

SYNTHESES WITH AROMATIC NITRAMINES, V. PHOTOCHEMICAL REARRANGEMENT OF NITRAMINOPYRIDINES

All three isomeric nitraminopyridines were photolysed in methanol with low-pressure mercury lamp (253.7 nm). 2-Nitraminopyridine yielded both 2-amino-3-nitro- and 2-amino-5-nitropyridines (isomer ratio 6.26 : 1). 3-Nitropyridine rearranged into both 4-nitro- and 2-nitro-3-aminopyridines (isomer ratio 1.28 : 1), whereas 4-nitraminopyridine gave 3-nitro-4-aminopyridine as the sole product. 1-Methyl-2-nitriminopyridine did not rearrange under the conditions applied, but 1-methyl-4-nitriminopyridine gave 3-nitro-4-methylaminopyridine.The latest product was also obtained when the same starting material was rearranged in conc. sulfuric acid.