1682-20-8 | 4-Amino-2,3,5,6-tetrafluoropyridine

CAS:1682-20-8 | 4-Amino-2,3,5,6-tetrafluoropyridine ,Description

4-Amino-2,3,5,6-tetrafluoropyridine (4-ATFP) is an important fluorinated heterocyclic compound that has been widely studied in recent years due to its unique properties. It is a colorless, water-soluble, and volatile compound that is used in the synthesis of a variety of organic compounds. 4-ATFP is also used as a catalyst in organic reactions, as well as a reagent for the preparation of a range of organic compounds. In addition, 4-ATFP has been found to have a variety of biological activities, making it an important tool for the study of biochemical and physiological processes. In 
 

Scientific Research Applications

Synthesis and Biological Activity

4-Amino-2,3,5,6-tetrafluoropyridine is used in synthesizing new fluorinated compounds, particularly Schiff bases, which exhibit biological activity against bacteria and fungus. For instance, when coupled with benzaldehyde, it forms a Schiff base exhibiting mild to moderate activity against bacterial strains like E. coli and S. typhimurium and significant activity against Candida albicans, a common yeast infection (Raache, Sekhri, & Tabchouche, 2016).

Chemical Synthesis and Reactions

4-Azido-2,3,5,6-tetrafluoropyridine, derived from 4-amino-2,3,5,6-tetrafluoropyridine, is known for undergoing various thermal reactions, including decomposition, Staudinger reaction, and reactions with dimethyl sulphoxide. It also forms 4-anilino-2,3,5,6-tetrafluoropyridine upon reaction with benzene (Banks & Sparkes, 1972).

Synthesis of Nitrosopyridine

2,3,5,6-Tetrafluoro-4-nitrosopyridine can be synthesized via oxidation of 4-amino-2,3,5,6-tetrafluoropyridine, which reacts with diphenyldiazomethane to yield various compounds, including nitrones (Banks et al., 1987).

Azo-Coupling Reactions

4-Amino-2,3,5,6-tetrafluoropyridine, upon diazotisation, can couple with organic compounds like anisole and mesitylene to form azo-dyes, demonstrating its utility in dye chemistry (Banks, Thompson, & Vellis, 1983).

Formation of Tetrahydropyrido[2,3-b]pyrazine Scaffolds

The compound is involved in forming tetrahydropyrido[2,3-b]pyrazine systems, which are significant in life science discovery. These systems are more readily formed when the substituent at the pyridine ring's 4-position is hydrogen or an electron-withdrawing substituent (Hargreaves et al., 2007).

Nucleophilic Substitution and Aminodefluorination

4-Amino-2,3,5,6-tetrafluoropyridine is also involved in aminodefluorination reactions with polyfluoropyridines. This provides a pathway for selective preparation of mono-, di-, and triaminoderivatives, which are crucial in synthesizing diverse chemical structures (Kusov et al., 2009).

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