Efficient synthesis, X-ray diffraction study and antimicrobial activity of some novel thiazolidin-4-ones and perhydro-1,3-thiazin-4-ones

Abstract: Condensations of thiosemicarbazones 1 derived from 1-tetralones with chloroacetic acid and 2-bromopropionic acid in the presence of N-methylpyridinium p-toluenesulfonate (an ionic liquid) yield the corresponding 2-substituted 4-thiazolidinones 2. The reactions of 1 with 3-chloropropionic acid afford perhydro-1,3-thiazinan-4-ones 3 in excellent yields. The structures of compounds 2 and 3 were established on the basis of elemental analysis, IR, NMR and mass spectral data. X-Ray crystallographic studies of compound 2a are reported. Compounds 1–3 were investigated for antimicrobial activities against Bacillus subtilis, Staphylococcus aureus (Gram-positive bacteria) and Pseudomonas aeruginosa, Escherichia coli (Gram-negative bacteria) and the fungi Aspergillus niger, Candida albicans and Aspergillus fumigatus. Thiazolidin-4-ones were found to be more active than perhydrothiazin-4-ones.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Efficient synthesis, X-ray diffraction study and antimicrobial activity of some novel thiazolidin-4-ones and perhydro-1,3-thiazin-4-ones ; volume:19 ; number:1 ; year:2013 ; pages:43-47 ; Heterocyclic communications ; 19, Heft 1 (2013), 43-47

Contributors, Places and Time

• Creator: Gautam, Deepika ; Gautam, Poonam ; Chaudhary, Ram P.

Further information

• DOI: 10.1515/hc-2012-0180
• URN: urn:nbn:de:101:1-2501130559073.726143700012
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:23 AM CEST