Synthesis and characterization of heterocyclic chalcones containing halogenated thiophenes

Heterocyclic chalcones containing halogenated thiophenes were synthesized. the first step was to synthesize 3-acetyl-2,5-dichlorothiophene and 2-acetyl-5-chlorothiophene as heterocyclic ketones by using friedel-crafts acylation. the ketones were then used to synthesize thiophene chalcones through claisen-schmidt reaction with the respective heterocyclic aldehydes such as 5-bromothiophene-2-carbaldehyde,3-methyl-2-thiophene carboxaldehyde and 2-thiophene carboxaldehyde with 3-acetyl-2,5-dichlorothiophene or 2-acetyl-5-chlorothiophene in presence of basic medium,sodium hydroxide to form the corresponding chalcones. structures of the synthetic compounds were confirmed by ir,ms,1h and 13c nmr spectral data. © 2015 penerbit utm press. all rights reserved.