Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine

K. Pajuste; M. Gosteva; D. Kaldre; M. Plotniece; B. Cekavicus; A. Sobolev; A. Priksane; G. Tirzitis; G. Duburs; A. Plotniece

doi:10.1007/s10593-011-0803-3

Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine

K. Pajuste
, M. Gosteva
, D. Kaldre
, M. Plotniece
, B. Cekavicus
, A. Sobolev
, A. Priksane
, G. Tirzitis
, G. Duburs
, A. Plotniece

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

The effect of the solvent nature and temperature on the quaternization of 3,5-diethoxycarbonyl-2,6-di- methyl-4-(3-pyridyl)-1,4-dihydropyridine by lipophilic alkyl bromides has been investigated. By comparison of the solvent effect (acetone, acetonitrile, and 2-butanone) on the alkylation of the pyridine fragment of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine it was established that conducting the reaction in acetonitrile at 81 °C is the most optimal.

Original language	English
Pages (from-to)	597-601
Number of pages	5
Journal	Chemistry of Heterocyclic Compounds
Volume	47
Issue number	5
DOIs	https://doi.org/10.1007/s10593-011-0803-3
Publication status	Published - Aug 2011
Externally published	Yes

Keywords*

1,4-dihydropyridines
2-butanone
acetone
acetonitrile
pyridinium derivatives
quaternization of pyridine

Field of Science*

1.4 Chemical sciences

Publication Type*

1.1. Scientific article indexed in Web of Science and/or Scopus database

Access to Document

10.1007/s10593-011-0803-3

Cite this

Pajuste, K., Gosteva, M., Kaldre, D., Plotniece, M., Cekavicus, B., Sobolev, A., Priksane, A., Tirzitis, G., Duburs, G., & Plotniece, A. (2011). Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine. Chemistry of Heterocyclic Compounds, 47(5), 597-601. https://doi.org/10.1007/s10593-011-0803-3

@article{baef719260f64cba90f84021ee0cd592,

title = "Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine",

abstract = "The effect of the solvent nature and temperature on the quaternization of 3,5-diethoxycarbonyl-2,6-di- methyl-4-(3-pyridyl)-1,4-dihydropyridine by lipophilic alkyl bromides has been investigated. By comparison of the solvent effect (acetone, acetonitrile, and 2-butanone) on the alkylation of the pyridine fragment of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine it was established that conducting the reaction in acetonitrile at 81 °C is the most optimal.",

keywords = "1,4-dihydropyridines, 2-butanone, acetone, acetonitrile, pyridinium derivatives, quaternization of pyridine",

author = "K. Pajuste and M. Gosteva and D. Kaldre and M. Plotniece and B. Cekavicus and A. Sobolev and A. Priksane and G. Tirzitis and G. Duburs and A. Plotniece",

note = "Funding Information: The work was carried out with the financial support of grant ESF2009/0217/1DP/1.1.1.2.0/09/APIA/ VIAA/031of the European Social Fund (for A. Plotniece and K. Pajuste) and grant 09.1566 of the Latvian Council of Science. The Authors are grateful to M. Sc. B. Skrivele for determining antiradical activity.",

year = "2011",

month = aug,

doi = "10.1007/s10593-011-0803-3",

language = "English",

volume = "47",

pages = "597--601",

journal = "Chemistry of Heterocyclic Compounds",

issn = "0009-3122",

publisher = "Springer",

number = "5",

}

Pajuste, K, Gosteva, M, Kaldre, D, Plotniece, M, Cekavicus, B, Sobolev, A, Priksane, A, Tirzitis, G, Duburs, G & Plotniece, A 2011, 'Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine', Chemistry of Heterocyclic Compounds, vol. 47, no. 5, pp. 597-601. https://doi.org/10.1007/s10593-011-0803-3

TY - JOUR

T1 - Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine

AU - Pajuste, K.

AU - Gosteva, M.

AU - Kaldre, D.

AU - Plotniece, M.

AU - Cekavicus, B.

AU - Sobolev, A.

AU - Priksane, A.

AU - Tirzitis, G.

AU - Duburs, G.

AU - Plotniece, A.

N1 - Funding Information: The work was carried out with the financial support of grant ESF2009/0217/1DP/1.1.1.2.0/09/APIA/ VIAA/031of the European Social Fund (for A. Plotniece and K. Pajuste) and grant 09.1566 of the Latvian Council of Science. The Authors are grateful to M. Sc. B. Skrivele for determining antiradical activity.

PY - 2011/8

Y1 - 2011/8

N2 - The effect of the solvent nature and temperature on the quaternization of 3,5-diethoxycarbonyl-2,6-di- methyl-4-(3-pyridyl)-1,4-dihydropyridine by lipophilic alkyl bromides has been investigated. By comparison of the solvent effect (acetone, acetonitrile, and 2-butanone) on the alkylation of the pyridine fragment of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine it was established that conducting the reaction in acetonitrile at 81 °C is the most optimal.

AB - The effect of the solvent nature and temperature on the quaternization of 3,5-diethoxycarbonyl-2,6-di- methyl-4-(3-pyridyl)-1,4-dihydropyridine by lipophilic alkyl bromides has been investigated. By comparison of the solvent effect (acetone, acetonitrile, and 2-butanone) on the alkylation of the pyridine fragment of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine it was established that conducting the reaction in acetonitrile at 81 °C is the most optimal.

KW - 1,4-dihydropyridines

KW - 2-butanone

KW - acetone

KW - acetonitrile

KW - pyridinium derivatives

KW - quaternization of pyridine

UR - https://www.scopus.com/pages/publications/80755135420

U2 - 10.1007/s10593-011-0803-3

DO - 10.1007/s10593-011-0803-3

M3 - Article

AN - SCOPUS:80755135420

SN - 0009-3122

VL - 47

SP - 597

EP - 601

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 5

ER -

Effect of the solvent nature on the course of quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine

Abstract

Keywords*

Field of Science*

Publication Type*

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