Synthesis of Some Novel Furan‐tagged Thienopyrimidine Derivatives as Antibacterial Agents

Abstract

Cyclization of 2‐furan‐2‐yl‐4‐mercapto‐6‐methylpyrimidine‐5‐carbonitrile 1 with ethyl chloroacetate gave o‐aminoester thienopyrimidine derivative 3, which was reacted with a variety of reagents to give a series of novel thienopyrimidines including tetrazolyl thienopyrimidine, pyrrolylthienopyrimidine, pyrimidothienotriazine, and thienodipyrimidines. Some of the synthesized compounds were tested for their antibacterial activities against Gram‐positive and Gram‐negative bacteria.

Synthesis and fluorescent properties of some Furan‐tagged Thieno[2,3‐d]pyrimidines and Thieno[2,3‐d:4,5‐d']dipyrimidines

“…Initially, Thieno[2,3‐ d ]pyrimidines 2a,b were synthesized via base‐initiated cyclization of 2‐furan‐2‐yl‐4‐mercapto‐6‐methylpyrimidine‐5‐carbonitrile 1 with ethyl chloroacetate and/or chloroacetonitrile.…”

“…Hydrazinolysis of o ‐aminoester 2a afforded acid hydrazide 3, which upon refluxing with formic acid, triethyl orthoformate, and acetic anhydride yielded thieno[2,3‐ d ,4,5‐ d' ]dipyrimidines 4 to 6 . The structures of these compounds were confirmed by their spectral data; 1 H NMR spectrum of 6 (as an example) displayed three singlets at δ = 2.46, 2.99 and 3.08 ppm for COCH 3 and two pyrimdineCH 3 .…”

“…Elemental analyses and IR spectra were carried out at Micro Analytical Center, Cairo University. Compounds 2a and 3 were synthesized as reported by one of us …”

“…Moreover, some fluorescent compounds are utilized in studying the environmental pollution . Thus, in the light of these reports and in continuation of our studies on the synthesis and properties of furan‐tagged condensed pyrimidines, we report herein a synthetic approach for a highly fluorescent series of these compounds.…”

Recent updates on thienopyrimidine derivatives as anticancer agents

“…The structural and isoelectronic characteristics of thienopyrimidine-containing compounds are similar to those of purine and they have become an attractive structural feature in the production of pharmaceutical drugs [10,11]. Thienopyrimidines have been demonstrated to have significant and various pharmacological properties, such as antibacterial [12][13][14], antiviral [15,16], antiinflammatory [17,18], antiprotozoal [19], and anticancer activities [20][21][22][23]. Figure 1 represents some thienopyrimidinecontaining drugs with varying profiles of biological activity.…”