A Novel One-Pot Synthesis of N,N-Dimethylaminopyridines by Diazotization of Aminopyridines in Dimethylformamide in the Presence of Trifluoromethanesulfonic Acid

Bibliographic Details
Parent link:Russian Journal of Organic Chemistry.— , 2001-
Vol. 56, iss. 6.— 2020.— [P. 1023-1028]
Corporate Author: Национальный исследовательский Томский политехнический университет Инженерная школа новых производственных технологий Научно-образовательный центр Н. М. Кижнера
Other Authors: Sanzhiev A. N. Aldar Nikolaevich, Potapova M. I. Marina Igorevna, Krasnokutskaya E. A . Elena Aleksandrovna, Filimonov V. D. Viktor Dmitrievich
Summary:Title screen
Diazotization of aminopyridines in the presence of trifluoromethanesulfonic acid gives the corresponding pyridinyl trifluoromethanesulfonates instead of expected diazonium salts. Pyridinyl trifluoromethanesulfonates can be converted to N,N-dimethylaminopyridines on heating in dimethylformamide via replacement of the trifluoromethanesulfonyloxy group. The reaction is accelerated under microwave irradiation. A novel one-pot procedure has been proposed for the synthesis of 2- and 4-(dimethylamino)pyridines from commercially available aminopyridines. The procedure provides high yields of the target products, and it can be regarded as an alternative to the known methods of synthesis of N,N-dimethylpyridin-4-amine (DMAP) widely used as base catalyst in organic synthesis.
Режим доступа: по договору с организацией-держателем ресурса
Language:English
Published: 2020
Subjects:
Online Access:https://doi.org/10.1134/S1070428020060093
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=663063