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Synthesis and characterization of some novel bis‐thiazoles
Author(s) -
Mahmoud Huda K.,
Kassab Refaie M.,
Gomha Sobhi M.
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3717
Subject(s) - chemistry , triethylamine , semicarbazone , thiazole , ethyl chloroacetate , derivative (finance) , chloride , ethanol , medicinal chemistry , aryl , chloroacetyl chloride , elemental analysis , organic chemistry , hydrate , alkyl , financial economics , economics
The bis‐thiosemicarbazone derivative 3 was prepared and reacted with N ‐aryl‐2‐oxopropane hydrazonoyl chloride 4a‐g and ethyl ( N ‐arylhydrazono)chloroacetate 7a‐e in absolute ethanol in the presence of triethylamine at reflux afforded a new series of thiazoles 6a‐g and 9a‐e , respectively. Also, thiosemicarbazone derivative 3 was reacted with N ′‐phenylbenzohydrazonoyl chloride 10 to give the respective bis‐thiadiazole derivative 12 . Moreover, the reaction of 3 with a number of haloketones and haloesters furnished the respective bis‐thiazole derivatives 14 , 16 , 18 , and 20 . The mechanisms that account for formation of products 6 , 9 , and 12 were discussed. Also, the molecular structure of the synthesized compounds was illustrated by spectroscopic and elemental analysis.