Abstract
Oxidative cyclization of 1-(pyridin-2-yl)guanidine derivatives using N-chlorosuccinimide and aqueous potassium carbonate has been investigated. Chlorination of 1-(5-nitropyridin-2-yl)guanidine by N-chlorosuccinimide in methanol followed by addition of aqueous potassium carbonate gave rise to cyclization and afforded 6-nitro-[1,2,4]triazolo[1,5-a]pyridin-2-amine in one-pot. In the course of studying the scope and limitation of the reaction, it was found that some of the examined 1-(pyridin-2-yl)guanidine derivatives gave not only the desired [1,2,4]triazolo[1,5-a]pyridin-2-amines but also unexpected [1,2,4]triazolo[4,3-a]pyridin-3-amine products. As plausible reaction mechanisms of this oxidative cyclization, diazirine formation and nitrene formation are presented.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
