TY - JOUR
T1 - New quinolin-3-yl-N-hydrazinecarbothioamides in the synthesis of thiazoles and thiazines
AU - Alshammari, Mohammed B.
AU - Mohamed, Asmaa H.
AU - Aly, Ashraf A.
AU - Bakht, Md Afroz
AU - El-Sheref, Essmat M.
N1 - Publisher Copyright:
© 2021 Informa UK Limited, trading as Taylor & Francis Group.
PY - 2021
Y1 - 2021
N2 - Reaction of 2-((4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)methylene)hydrazinecarbothioamides with dimethyl acetylenedicarboxylate afforded, in good yields, the corresponding thiazoles derived from 2-quinolones. However, the reaction of N-ethyl-2-quinonylhydrazinecarbothioamide with 2-(bis(methylthio)methylene)malononitrile or its ester derivative gave the corresponding quinolin-3-yl-methylenehydrazono-1,3-thiazines. The proposed mechanism was discussed. The structure of the obtained products was elucidated via NMR, IR and mass spectra as well as elemental analysis.
AB - Reaction of 2-((4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)methylene)hydrazinecarbothioamides with dimethyl acetylenedicarboxylate afforded, in good yields, the corresponding thiazoles derived from 2-quinolones. However, the reaction of N-ethyl-2-quinonylhydrazinecarbothioamide with 2-(bis(methylthio)methylene)malononitrile or its ester derivative gave the corresponding quinolin-3-yl-methylenehydrazono-1,3-thiazines. The proposed mechanism was discussed. The structure of the obtained products was elucidated via NMR, IR and mass spectra as well as elemental analysis.
KW - 2-(bis(methylthio)methylene)malononitrile
KW - dimethyl acetylenedicarboxylate
KW - ethyl 2-cyano-3,3-bis(methylthio)acrylate
KW - Quinolinyl-hydrazinecarbothioamides
KW - thiazines
KW - thiazoles
UR - http://www.scopus.com/inward/record.url?scp=85106189895&partnerID=8YFLogxK
U2 - 10.1080/17415993.2021.1887190
DO - 10.1080/17415993.2021.1887190
M3 - Article
AN - SCOPUS:85106189895
SN - 1741-5993
VL - 42
SP - 346
EP - 357
JO - Journal of Sulfur Chemistry
JF - Journal of Sulfur Chemistry
IS - 3
ER -