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The Hantzsch pyridine synthesis or Hantzsch dihydropyridine synthesis is a multi-component organic reaction between an aldehyde such as formaldehyde, 2 equivalents of a β-keto ester such as ethyl acetoacetate and a nitrogen donor such as ammonium acetate or ammonia.
Hantzsch studied chemistry in Dresden and graduated at the University of Würzburg under Johannes Wislicenus. As a professor, he taught at the Universities of Zürich, Würzburg und Leipzig. The Hantzsch pyridine synthesis, [1] a multi-component organic reaction, is named after him, as is the Hantzsch pyrrole synthesis and the Hantzsch thiazole ...
Hantzsch ester refers to an organic compound with the formula HN(MeC=C(CO 2 Et)) 2 CH 2 where Me = methyl (CH 3) and Et = ethyl (C 2 H 5). It is a light yellow solid. The compound is an example of a 1,4-dihydropyridine. It is named after Arthur Rudolf Hantzsch who described its synthesis in 1881.
A classic named reaction for the synthesis of piperidones is the Petrenko-Kritschenko piperidone synthesis which involves combining an alkyl-1,3-acetonedicarboxylate with benzaldehyde and an amine. [1] This multicomponent reaction is related to the Hantzsch pyridine synthesis.
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The Doebner modification of the Knoevenagel condensation entails the use of pyridine as a solvent with at least one of the withdrawing groups on the nucleophile is a carboxylic acid, for example, with malonic acid. Under these conditions the condensation is accompanied by decarboxylation. [4]
Hantzsch is a surname. Notable people with the surname include: Arthur Rudolf Hantzsch (1857–1935), German chemist Hantzsch–Widman nomenclature, type of systematic chemical nomenclature for naming heterocyclic parent hydrides; Hantzsch pyridine synthesis, multi-component organic reaction between an aldehyde a β-keto ester and a nitrogen donor
A generalization of the Hantzsch pyrrole synthesis was developed by Estevez, et al. [7] In this reaction highly substituted pyrroles can be synthesized in a one-pot reaction, with relatively high yields (60% - 97%).