Condensation of aldehydes with ammonia to afford pyridines. Chichibabin pyridine synthesis. Authors; Authors and affiliations. Jie Jack Li. Chichibabin pyridine synthesis. Condensation of aldehydes with ammonia to afford pyridines. 3 R. CHO. NH3. N. R. R. R. H3N: R. O. H. R. NH2. H. H3N: R. Find out information about Chichibabin pyridine synthesis. the interaction of nitrogen-containing heterocyclic compounds, mainly pyridine, quinoline, and.

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The elementary contributing steps of the reaction mechanism can be classified as more familiar name reactions, including an imine synthesisa base-catalyzed aldol condensationand initiating the ring-synthesis step, a Michael reaction.

Showing detailed curved-arrow electron pushing steps, formal charges, and categorized steps of the reaction. Alkyl-substituted pyridines show widespread uses among multiple fields of applied chemistry, including the polymer and pharmaceutical industries.


For example, 2-methylpyridine4-methylpyridine and 2-ethylmethylpyridine exhibit widespread use in syntheses of latexesion-exchange matrixesand photography materials. One of the chief limitations of practical application of the traditional Chichibabin pyridine synthesis is its consistently low product yield.

Chichibabin pyridine synthesis – WikiVisually

This, in concert with the high prevalence of byproducts, which would require a multitude of purification steps to isolate pure pyridine product, render unaltered forms of Chichibabin’s method unsuitable for applied chemistry. The high proportion of byproducts pjridine low yield are explained by the easily reversible nature of the aldol condensationand carbonyl chemistry in general.

Enolate ion attack chichibabinn the enamine or imine carbon. Protection of the carbonyl increases product yields [1]. Use of paraldehyde as a source of gradually available acetaldehyde [1].

Increased pressures and temperature [1] [4]. Researchers found that protein-incorporated allysinedeaminated lysine from bovine ligamentum nuchae elastin fibers appeared to be pyridine crosslinked.

Chichibabin pyridine synthesis – Wikipedia

The structures of these cross-linked amino acids had 3,4,5- and 2,3,5-trisubstituted pyridine skeletons, specifically pyridinated desmosine DESP and pyridinated isodesmosine IDP. From Wikipedia, the free encyclopedia.


Not to be confused with Chichibabin reaction. A Study of the Chichibabin Synthesis”.

Chichibabin reaction

Journal of the American Chemical Society. An Improved Chichibabin Pyridine Synthesis”.

Chemistry of Heterocyclic Compounds. Journal of Molecular Catalysis A: Journal of Biological Chemistry.

Chichibabin pyridine synthesis

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