55503-66-7Relevant academic research and scientific papers
Unexpected result for the acylation of arylhydrazonoethanethioamides
Bolgova, Anastasiya I.,Lugovik, Kseniya I.,Subbotina, Julia O.,Slepukhin, Pavel A.,Bakulev, Vasiliy A.,Belskaya, Nataliya P.
, p. 7423 - 7429 (2013/08/23)
The acylation of arylhydrazonoethanethioamides containing primary amino group did not yield acylthioamides as expected. Surprisingly, the cyclic 5-acylimino-2,5-dihydro-1,2,3-thiadiazoles were obtained. The formation of thiadiazoles in this reaction was explained by the higher ability of arylhydrazono-N-acylthioacetamide intermediates to be oxidized comparing to their precursors. The presence of pseudobicyclic aromatic structure in the reaction product was a main factor favoring the formation of 1,2,3-thiadiazole ring.
