18596-83-3Relevant articles and documents
Ring-Chain Transformations, IX. Synthesis and Ring-Chain Tautomerism of 2-(ω-Aminoalkyl)-1,3,4-thiadiazoles
Radics, Ute,Liebscher, Juergen,Ziemer, Burkhard,Rybakov, Viktor
, p. 1389 - 1396 (2007/10/02)
Thiohydrazide compounds 1 react with lactam acetals 2 or lactim ethers 3 by condensation giving unusual zwitterionic tautomers 5 of lactam thioacylhydrazones 4.These compounds 5 form mixtures of tautomers in neutral solution.In acidic solution, however, most of them undergo a reversible ring-chain transformation to novel 2-(ω-aminoalkyl)-1,3,4-thiadiazole salts 9.Alkylation of zwitterionic thioacylamidrazones 5 gives S-alkylation products 6.