ISSN:
0009-2940
Keywords:
1,3,4-Thiadiazoles
;
Ring-chain tautomerism
;
Zwitterions
;
Lactam thioacylhydrazones
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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 ringchain transformation to novel 2-(ω-aminoalkyl)-1,3,4-thiadiazole salts 9. Alkylation of zwitterionic thioacylamidrazones 5 gives S-alkylation products 6.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250614