Dergiler / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 3
Synthesis and Isolation of New Regioisomeric 4-Thiazolidinones and Their Anticonvulsant Activity
- Sayfa
- 247–254
- DOI
- —
Özet
Two regioisomer series, 2-(3-ethyl-4(3H)-quinazolinone-2- ylmercaptoacetylhydrazono)-3-alkyl/3-aryl-5-methyl-4-thiazolidinones (12-21) and 2-arylimino-3-(3-ethyl-4(3H)-quinazolinone-2-ylmercaptoacetylamino)- 5-methyl-4-thiazolidinones (22-26), were synthesized by the cyclization of 1-(3-ethyl-4(3H)-quinazolinone-2-ylmercaptoacetyl)-4-alkyl/aryl thiosemicarbazides (1-11) with ethyl 2-bromopropionate in the presence of anhydrous sodium acetate in anhydrous ethanolic medium. The structures of 12-26 were confirmed by analytical and spectral data (IR, 1H-NMR and EIMS). Selected members of the thiosemicarbazides and thiazolidinones were subjected to anticonvulsant activity tests by the National Institute of Neurological Disorders and Stroke MD, USA.
Abstract
Two regioisomer series, 2-(3-ethyl-4(3H)-quinazolinone-2- ylmercaptoacetylhydrazono)-3-alkyl/3-aryl-5-methyl-4-thiazolidinones (12-21) and 2-arylimino-3-(3-ethyl-4(3H)-quinazolinone-2-ylmercaptoacetylamino)- 5-methyl-4-thiazolidinones (22-26), were synthesized by the cyclization of 1-(3-ethyl-4(3H)-quinazolinone-2-ylmercaptoacetyl)-4-alkyl/aryl thiosemicarbazides (1-11) with ethyl 2-bromopropionate in the presence of anhydrous sodium acetate in anhydrous ethanolic medium. The structures of 12-26 were confirmed by analytical and spectral data (IR, 1H-NMR and EIMS). Selected members of the thiosemicarbazides and thiazolidinones were subjected to anticonvulsant activity tests by the National Institute of Neurological Disorders and Stroke MD, USA.