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Microwave and Ultrasound‐Assisted Synthesis of Thiosemicarbazones and Their Corresponding (4,5‐Substituted‐thiazol‐2‐yl)hydrazines
Author(s) -
Carradori Simone,
Secci Daniela,
D'Ascenzio Melissa,
Chimenti Paola,
Bolasco Adriana
Publication year - 2014
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.1856
Subject(s) - chemistry , semicarbazone , microwave irradiation , microwave , catalysis , combinatorial chemistry , ultrasound , microwave heating , reaction conditions , organic chemistry , physics , quantum mechanics , acoustics
Hantzsch cyclization of thiosemicarbazone intermediates is a very popular approach to the synthesis of substituted thiazoles. We developed a convenient microwave and ultrasound‐assisted method both for the synthesis of 1‐(alkyliden/cycloalkyliden/aryliden)thiosemicarbazone intermediates and their cyclization into (4,5‐substituted‐thiazol‐2‐yl)hydrazines. The search for optimal reaction conditions included the use of different catalysts (Lewis acids and resins) and solvents at discrete temperatures, pressures, and irradiation powers. Comparing yields, reaction times, and efforts proved that microwave and ultrasound‐assisted techniques outmatch conventional heating and have a remarkable influence on the synthesis.