Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

Synthesis of 4-Arylidene-2-Alkylthio-4H-Thiazol-5-Ones from Aminoacid Based Dithiocarbamates and Aldehydes

Document Type : Research Article

Authors
Azim Ziyaei Halimeh Jani 1
Parichehr Aghabozorg Nanva 1
Yazdanbakhsh Latifi Nosod 1
Behzad Khalili 2
1 Department of Chemistry, Kharazmi University, Tehran, I.R. IRAN
2 Chemistry Department, Gilan University, Rasht, I.R. IRAN
Abstract
Heterocyclic compounds containing two heteroatoms in the structure are well known molecules with diverse biologically activities. Among them, thiazoles, thiazolidines, thiazolidinones and thiazolones are the most important scaffolds associated in the structure of many naturally occurring biological active compounds. A simple and efficient procedure for the synthesis of 4-arylidene-2-alkylthio-4H-thiazol-5-ones, the thia analogue of azlactones, via the condensation reaction of an aldehyde with an amino acid based dithiocarbamate is described. Also the bis [2-(alkylthio)-thioazlactone] was prepared using terephthaldehyde. High to excellent yields of products, simple reaction procedure and synthesis of complex molecules with simple starting materials are the most advantages of this protocol.
Keywords
arylidene-2-alkylthio-4H-thiazol-5-ones
Erlenmeyer-Plöchl reaction
Dithiocarbamate
Aminoacid
Thiazolone

Subjects

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