Triazinines: Synthesis and proteolytic decomposition of a new class of cyclic triazenes

…, DW Farnsworth, CJ Michejda, RH Smith

Index: Schmidt; Schmidt, Brigitte F.; Snyder; Snyder, Emily J.; Carroll; Carroll, Robin M.; Farnsworth; Farnsworth, David W.; Michejda; Michejda, Christopher J.; Smith R.H.; Smith Jr., Richard H. Journal of Organic Chemistry, 1997 , vol. 62, # 25 p. 8660 - 8665

Full Text: HTML

Citation Number: 13

Abstract

The reaction of 1-azido-3-chloropropane with various Grignard reagents and subsequent treatment with anhydrous isopropylamine results in the formation of the corresponding azimine. If the initial magnesium-triazene complex is first hydrolyzed with Dowex resin and then concentrated, the resultant linear triazene begins self-catalyzed cyclization to form the six-membered-ring triazenes as the major product, with HCl as the byproduct. Addition of ...