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Microwave-assisted synthesis of new N₁,N₄-substituted thiosemicarbazones.

Authors :
Reis CM
Pereira DS
Paiva Rde O
Kneipp LF
Echevarria A
Source :
Molecules (Basel, Switzerland) [Molecules] 2011 Dec 20; Vol. 16 (12), pp. 10668-84. Date of Electronic Publication: 2011 Dec 20.
Publication Year :
2011

Abstract

We present an efficient procedure for the synthesis of thirty-six N₁,N₄-substituted thiosemicarbazones, including twenty-five ones that are reported for the first time, using a microwave-assisted methodology for the reaction of thiosemicarbazide intermediates with aldehydes in the presence of glacial acetic acid in ethanol and under solvent free conditions. Overall reaction times (20-40 min when ethanol as solvent, and 3 min under solvent free conditions) were much shorter than with the traditional procedure (480 min); satisfactory yields and high-purity compounds were obtained. The thiosemicarbazide intermediates were obtained from alkyl or aryl isothiocyanates and hydrazine hydrate or phenyl hydrazine by stirring at room temperature for 60 min or by microwave irradiation for 30 min, with lower yields for the latter. The preliminary in vitro antifungal activity of thiosemicarbazones was evaluated against Aspergillus parasiticus and Candida albicans.

Details

Language :
English
ISSN :
1420-3049
Volume :
16
Issue :
12
Database :
MEDLINE
Journal :
Molecules (Basel, Switzerland)
Publication Type :
Academic Journal
Accession number :
22186954
Full Text :
https://doi.org/10.3390/molecules161210668