Pyridine Carboxamides Based on Sulfobetaines: Design, Reactivity, and Biological Activity.

ABSTRACT: The synthesis of the products of the 1,3-propanesultone ring opening during its interaction with amides of pyridinecarboxylic acids has been carried out. The dependence of the yield of the reaction products on the position (ortho-, meta-, para-) of the substituent in the heteroaromatic fragment and temperature condition was revealed. In contrast to the meta- and para-substituted substrates, the reaction involving ortho-derivatives at the boiling point of methanol unexpectedly led to the formation of a salt. On the basis of spectroscopic, X-Ray, and quantum-chemical calculation data, a model of the transition-state, as well as a mechanism for this alkylation reaction of pyridine carboxamides with sultone were proposed in order to explain the higher

SUBMITTER: Kramarova EP 

PROVIDER: S-EPMC9658115 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature