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Mendeleev Communications, 2024, Volume 34, Issue 1, Pages 126–128
DOI: https://doi.org/10.1016/j.mencom.2024.01.038
(Mi mendc63)
 

This article is cited in 1 scientific paper (total in 1 paper)

Communications

An expedient synthesis of a picolinamide-based betain bearing a 3-sulfonatopropyl substituent

E. P. Kramarovaa, D. N. Lyahmuna, D. V. Tarasenkoa, A. A. Korlyukovab, P. V. Dorovatovskiic, T. A. Shmigola, S. Yu. Bylikind, Yu. I. Baukova, V. V. Negrebetskya

a N.I. Pirogov Russian National Research Medical University, Moscow, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
c National Research Centre 'Kurchatov Institute', Moscow, Russian Federation
d The Open University, Walton Hall, Milton Keynes, UK
Full-text PDF (650 kB) Citations (1)
Abstract: 3-[2-(Aminocarbonyl)pyridinium-1-yl]propane-1-sulfonate, a promising medicinal betain, was prepared by a one-pot synthesis with a 89% yield via N-alkylation of ethyl picolinate with 1,3-propanesultone in MeCN followed by ammonolysis. The reaction involving picolinamide in MeOH followed by the treatment with acetone afforded a novel 3,3-dimethyl- 1-oxo-2,3-dihydro-1H-imidazo[1,5-a]pyridin-4-ium 3-methoxypropane-1-sulfonate.
Keywords: picolinic acid derivatives, sulfobetains, sultones, alkylation, pyridinium salts, imidazo[1,5-a]pyridin-4-ium salts, NMR and FT–IR spectroscopy, X-ray study.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (2.0 Mb)


Citation: E. P. Kramarova, D. N. Lyahmun, D. V. Tarasenko, A. A. Korlyukov, P. V. Dorovatovskii, T. A. Shmigol, S. Yu. Bylikin, Yu. I. Baukov, V. V. Negrebetsky, “An expedient synthesis of a picolinamide-based betain bearing a 3-sulfonatopropyl substituent”, Mendeleev Commun., 34:1 (2024), 126–128
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  • https://www.mathnet.ru/eng/mendc/v34/i1/p126
  • This publication is cited in the following 1 articles:
    1. Eugenia P. Kramarova, Dmitry N. Lyakhmun, Dmitry V. Tarasenko, Sophia S. Borisevich, Edward M. Khamitov, Alfia R. Yusupova, Alexander A. Korlyukov, Alexander R. Romanenko, Tatiana A. Shmigol, Sergey Yu. Bylikin, Yuri I. Baukov, Vadim V. Negrebetsky, “Reaction of Picolinamides with Ketones Producing a New Type of Heterocyclic Salts with an Imidazolidin-4-One Ring”, Molecules, 29:1 (2023), 206  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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