2-Azido-5-nitropyrimidine: Synthesis, Molecular Structure, and Reactions with N-, O-, and S-Nucleophiles / Gorbunov E. B.,Novikova R. K.,Plekhanov P. V.,Slepukhin P. A.,Rusinov G. L.,Rusinov V. L.,Charushin V. N.,Chupakhin O. N. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2013. - V. 49, l. 5. - P. 766-775.

ISSN/EISSN:

0009-3122 / нет данных

Type:

Article

Abstract:

We describe the synthesis of 2-azido-5-nitropyrimidine and its azido-tetrazole tautomerism in various solvents and in the crystalline state. It was established that on interacting with N-nucleophiles the attack occurred at the C-2 carbon atom. The O- and S-nucleophiles attacked C-4 position of pyrimidine ring, resulting in tetrazole ring closure.

Author keywords:

2-azido-5-nitropyrimidine; 6-nitrotetrazolo{[}1,5-a]pyrimidine; azido-tetrazole tautomerism; covalent solvates; nucleophilic addition

DOI:

10.1007/s10593-013-1308-z

Web of Science ID:

ISI:000323201200013

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	AUG
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	nitro@ios.uran.ru
Funding-Acknowledgement	Russian Academy of Sciences programs {[}12-P-3-1030, 12-P-3-1014, 12-S-3-1023, 12-T-3-1031]; Grants Council of the President of the Russian Federation for supporting leading scientific schools {[}NSh-5505.2012.3]
Funding-Text	The work was carried out with the financial support of the Russian Academy of Sciences programs (projects 12-P-3-1030, 12-P-3-1014, 12-S-3-1023, 12-T-3-1031), and also the Grants Council of the President of the Russian Federation for supporting leading scientific schools (grant NSh-5505.2012.3).
Number-of-Cited-References	13
Usage-Count-Last-180-days	3
Usage-Count-Since-2013	7
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	202GD