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Communication | Regular issue | Vol 43, No. 8, 1996, pp.1597-1600
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7499
Synthesis of Aminopyrimidopyidazines as Chemiluminescent Compounds by Reaction of Functionalized Maleimide with Various Amine Derivatives

Yoshinori Tominaga,* Noriko Yoshioka, and Seigo Kataoka

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

The reaction of ketene dithipacetal, bis(methylthio)methylenepropanedinitrile, with nitromethane gave 2-hydroxyimino-4-cyano-3-methylthiomaleimide (3) which was readily derived to the ncorresponding 4-cyano-3-methylthiomalemide (5) by methylation with dimethyl sulfate followed by hydrolysis with hydrochloric acid. Compound 5 smoothly reacted with various amine compounds to give the corresponding amino-polycyclic pyrimidines containing a pyrroline ring, which were redily converted to the desired polycyclic pyridazine derivatives in good yields.