Heteroannulation of 6-polyfluoroalkyl-2-thiouracils / Khudina O. G.,Ivanova A. E.,Burgart Ya V.,Slepukhin P. A.,Saloutin V. I.,Chupakhin O. N.,Kravchenko M. A. // RUSSIAN CHEMICAL BULLETIN. - 2013. - V. 62, l. 4. - P. 1060-1065.

ISSN/EISSN:

1066-5285 / 1573-9171

Type:

Article

Abstract:

A multi-component double Mannich cyclocondensation of 6-polyfluoroalkyl-2-thiouracils with formalin and heterocyclic amines (2-aminopyridine, 2-aminopyrimidine, 4-aminoantipyrine) proceeded regiospecifically at the C=S and NH centers giving rise to 3-hetaryl-8-polyfluoroalkylpyrimido{[}2,1-b]{[}1,3,5]thiadiazines. The regioisomeric structure of the products was established by X-ray crystallography, IR and NMR spectroscopy, GLC-MS spectrometry. 6-Trifluoromethyl-2-thiouracil and 8-polyfluoroalkylpyrimido{[}2,1-b]thiadiazines exhibited weak tuberculostatic activity.

Author keywords:

6-polyfluoroalkyl-2-thiouracil; Mannich reaction; formalin; heterocyclic amines; pyrimido{[}2,1-b]{[}1,3,5] thiadiazines; tuberculostatic activity DERIVATIVES

DOI:

10.1007/s11172-013-0142-x

Web of Science ID:

ISI:000331392200025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	APR
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-9171
Keywords-Plus	DERIVATIVES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	saloutin@ios.uran.ru kravchenko@nexcom.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410
Funding-Acknowledgement	Ural Branch of the Russian Academy of Sciences {[}12-P-3-1030, 12 P-1035]; Council on Grants at the President of the Russian Federation {[}MK-837.2012.3]
Funding-Text	This work was financially supported by the Ural Branch of the Russian Academy of Sciences (Project Nos 12-P-3-1030 and 12 P-1035), the Council on Grants at the President of the Russian Federation (Program of State Support for Leading Scientific Schools of the Russian Federation and Young Scientists, Grant MK-837.2012.3).
Number-of-Cited-References	16
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	2
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	AA9CV