Acta Pharm. 56
(2006) 441-450
Original research paper
Synthesis and antimicrobial evaluation of
some new thienopyrimidine derivatives
MD. MOSHAREF HOSSAIN BHUIYAN*,
KHANDKER MD. MIZANUR RAHMAN, MD. KAMRUL HOSSAIN, ABDUR RAHIM, ISMAIL HOSSAIN and
MOHAMMAD ABU NASER
mosharef65@yahoo.com
Department of Chemistry,
Accepted
Reaction of heteroaromatic
o-aminonitrile
with ethyl N-[bis(methylthio)methylene]amino acetate resulted in annelation
of a thieno[3,2-e]imidazo[1,2-c]pyrimidine moiety in a one step process. [1,2,4]Triazolo[4,3-c]thieno[3,2-e]pyrimidine derivatives were prepared by
initial treatment of o-aminonitrile with carbon disulfide, followed by methylation with methyl iodide and subsequent reaction with
benzhydrazide and thiosemicarbazide,
respectively. Hydrazinothieno[2,3-d]pyrimidine was prepared by cyclization of heteroaromatic o-aminoester with formamide,
followed by chlorination and subsequent displacement with hydrazine. Treatment of the hydrazine derivative with acetylacetone,
benzaldehyde and acetic anhydride afforded pyrazolylpyrimidine, benzylidenehydrazonopyrimidine
and trizolopyrimidine derivatives, respectively.
Some of these derivatives exhibited pronounced antimicrobial activity.
Keywords: imidazopyrimidine, triazolopyrimidine,
antimicrobial activity