Journal of the Chilean Chemical Society
On-line version ISSN 0717-9707
AGANAGOWDA, GADADA; THAMYONGKIT, PATCHANITA and PETSOM, AMORN. SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF BENZOTHIOPHENE DERIVATIVES. J. Chil. Chem. Soc. [online]. 2012, vol.57, n.1, pp.1043-1047. ISSN 0717-9707. http://dx.doi.org/10.4067/S0717-97072012000100019.
3-Chlorobenzothiophene-2-carbonyl chloride 1 was reacted with 4-aminoacetophenone in acetone to give compound 2. In order to prepare chalcones 3a-d, compound 2 was condensed with various aldehydes in the presence of KOH in DMF. These chalcones 3a-d on cyclization with urea, thiourea, hydroxylamine hydrochloride, phenyl hydrazines and hydrazine hydrate gave the corresponding oxapyrimidines 4a-d, isoxazolines 5a-d, pyrazoles 6a-h, pyrazolines 7a-d and thiopyrimidines 8a-d, respectively. The structures of all the synthesized compounds were confirmed by spectral data and had been screened for antibacterial activity.
Keywords : Benzothiophene; isoxazolines; pyrimidines; pyrazolines; antimicrobial activity.