Sonochemistry: a good, fast and clean method to promote the synthesis of 5-arylidene-2,4-thiazolidinediones

Bruna B Drawanz; Camila S Ribeiro; Hellen G Masteloto; Patrícia D Neuenfeldt; Claudio M P Pereira; Geonir M Siqueira; Wilson Cunico

doi:10.1016/j.ultsonch.2014.04.013

Sonochemistry: a good, fast and clean method to promote the synthesis of 5-arylidene-2,4-thiazolidinediones

Ultrason Sonochem. 2014 Sep;21(5):1615-7. doi: 10.1016/j.ultsonch.2014.04.013. Epub 2014 Apr 30.

Authors

Bruna B Drawanz¹, Camila S Ribeiro¹, Hellen G Masteloto¹, Patrícia D Neuenfeldt², Claudio M P Pereira³, Geonir M Siqueira¹, Wilson Cunico⁴

Affiliations

¹ Laboratório de Química Aplicada à Bioativos (LaQuiABio), Universidade Federal de Pelotas - UFPel, Campus Universitário, s/n, 96010-900 Pelotas, RS, Brazil.
² Laboratório de Química Aplicada à Bioativos (LaQuiABio), Universidade Federal de Pelotas - UFPel, Campus Universitário, s/n, 96010-900 Pelotas, RS, Brazil; Laboratório de Estrutura e Atividade (LEAT), Universidade Federal de Santa Catarina - UFSC, Campus Trindade, s/n, 88040-970 Florianópolis, SC, Brazil.
³ Laboratório Heterociclos Bioativos e Bioprospecção, Universidade Federal de Pelotas - UFPel, Campus Universitário, s/n, 96010-900 Pelotas, RS, Brazil.
⁴ Laboratório de Química Aplicada à Bioativos (LaQuiABio), Universidade Federal de Pelotas - UFPel, Campus Universitário, s/n, 96010-900 Pelotas, RS, Brazil. Electronic address: [email protected].

PMID: 24830818
DOI: 10.1016/j.ultsonch.2014.04.013

Abstract

The efficient synthesis of sixteen 5-arylidene-2,4-thiazolidinediones by aldol condensation reaction of 2,4-thiazolidinedione, mono- and di-substituted arenealdehydes and KOH using ultrasound irradiation is reported. The desired compounds were obtained in a few min (10-30 min) with moderate to good yields (25-81%).

Keywords: Aldol condensation; Sonochemistry; Thiazolidinediones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Hydroxides / chemistry
Hydroxides / radiation effects
Indicators and Reagents
Potassium Compounds / chemistry
Potassium Compounds / radiation effects
Thiazolidinediones / chemical synthesis*
Thiazolidinediones / radiation effects*
Ultrasonics / methods*

Substances

Hydroxides
Indicators and Reagents
Potassium Compounds
Thiazolidinediones
2,4-thiazolidinedione
potassium hydroxide