SECONDARY 3-AMINOTHIENO[2.3-<i>b</i>]PYRIDINE-2-CARBOXAMIDES IN REACTION WITH <i>ortho</i>-FORMYLBENZOIC ACID

Authors

  • В. К. Василин Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation
  • Д. Ю. Лукина Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation
  • Т. А. Строганова Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation
  • П. Г. Морозов Southern Federal University
  • Г. Д. Крапивин Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation

DOI:

https://doi.org/10.1007/2021

Keywords:

3-aminothieno[2, 3-b]pyridine-2-carboxamides, ortho-formylbenzoic acid, (±)-1, 2, 3, 4-tetrahydropyrido[3', 2', 4, 5]thieno[3, 2-d]pyrimidin-2-yl)benzoic acids, (±)-7, 7a-dihydropyrido[3'', 2'', 4', 5']thieno[2', 3', 5, 6]pyrimido[2, 1-a]isoindole-6, 12-diones, (±)-12b, 13-dihydropyrido[3'', 5']thieno[3', 5]pyrimido[2, 8-diones, X-ray analysis, intramolecular dynamics

Abstract

By interaction of  secondary 3-aminothieno[2,3-b]pyridine-2-carboxamides with ortho-formylbenzoic acid angular (±)-7,7a-dihydropyrido[3",2":4',5']thieno[2',3':5,6] pypimido[2,1-a]isoindole-6,12-diones were obtained. In some cases, intermediate products − (±)-(1,2,3,4-tetrahydropyrido[3',2':4,5]thieno[3,2-d]pyrimidin-2-yl)benzoic acids − were separated from the reaction mixture.  It was shown that secondary  N-(5-methyl-2-furfuryl)carboxamides yield corresponding linear isoindole-6,8-diones in this reaction. The molecular structure one of the angular isoindole-6,12-diones was investigated by X-ray analysis.  Degenerate  intramolecular process of rotation in 7-arylisoindile-6,12-diones was studied by dynamic NMR.

How to Cite
Vasilin, V. K.; Lukina, D. Yu.; Stroganova, T. A.; Morozov, P. G.; Krapivin, G. D. Chem. Heterocycl. Compd. 2015, 50, 1756. [Khim. Geterotsikl. Soedin. 2014, 1908.]

For this article in the English edition see DOI 10.1007/s10593-015-1648-y

Author Biographies

В. К. Василин, Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation

Кафедра биоорганической химии

Д. Ю. Лукина, Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation

Кафедра биоорганической химии

Т. А. Строганова, Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation

Кафедра биоорганической химии

П. Г. Морозов, Southern Federal University

Кафедра химии природных и высокомолекулярных соединений

Г. Д. Крапивин, Kuban State Technological University, Moskovskaya str., 2, 350072 Krasnodar, Russian Federation

Геннадий Дмитриевич Крапивин

Кафедра биоорганической химии

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Published

2014-12-18

Issue

No. 12 (2014)

Section

Original Papers