Heterocyclization of a Thiouracil Derivative as a Synthetic Entry to Novel Condensed Pyrimidines of Biological Interest

Novel synthesis of Some Novel Pyrimidine Heterocycles.

“…Diaminopyrimidine 3 was obtained as a result of treatment of the target 1 [19] with oxidative mixture of NaOH/NH4OH and NaOCl, the reaction may be proceed via the formation of non-isolable N-chloropyrimidine derivative 2 followed by amination. 1 H NMR of the target 3 clarified two NH2 signals at 3.16 and 4.70 ppm; in addition to two singlet signals at 6.37 and 11.57 ppm for, pyrimdine-CH, and SH, respectively; also, IR spectrum of 3 showed an amide C=O absorption band at 1671 cm -1 .…”

“…Importance of pyrimidine in the medical field as therapeutic agents is well known [1][2][3][4]; also, it is used for the synthesis of a wide variety of bioactive azines [5][6][7][8]. Fused pyrimidines are among those azines which are found to exhibit many pharmacological activities such as antimicrobial [9,10] anti-inflammatory [11], anticancer [12], analgesic, anticonvulsant [13], antidiabetic [14], antioxidant [15], and antiviral [16] activity.…”

Recent Synthetic and Biological Developments on 1,2,4‐Triazolopyrimidines

“…MTT assay results reveals that, all compounds were found to have significant cytotoxicity, but particularly 3-( 2 A concise and straightforward heterocyclization of methylnitrile substituted diaminopyrimidine 169 has been developed by with phthalic anhydride and p-chlorobenzaldehyde followed by bromine as oxidizing agent in presence of acetic acid by Abdel Hamid and co-workers (Scheme 31). [92] Out of both, 2,5bis( 4 a-c) with hydrazonyl chlorides 174 (Scheme 32). [93] Poor anticancer results were observed against 60 human cancer cell lines.…”

“…A concise and straightforward heterocyclization of methyl‐nitrile substituted diaminopyrimidine 169 has been developed by with phthalic anhydride and p ‐chlorobenzaldehyde followed by bromine as oxidizing agent in presence of acetic acid by Abdel Hamid and co‐workers (Scheme 31). [92] Out of both, 2,5‐bis(4‐chlorophenyl)‐3‐(cyanomethyl)‐7‐oxo‐3,7‐dihydro‐[1,2,4]triazolo [1,5‐a]pyrimidine‐6‐carbonitrile ( 171 ) and 2‐[5‐(4‐chlorophenyl)‐6‐cyano‐3‐(cyanomethyl)‐7‐oxo‐3,7‐dihydro[1,2,4]triazolo[1,5‐a] pyrimidin‐2‐yl]benzoic acid ( 172 ), benzoic acid tethered 1,2,4‐triazolopyrimidine 172 displayed satisfactory antibacterial efficacy with ZOI=16 mm (B. Subtilis), 20 mm (S. Aureus), 14 mm (E. Coli), 27 mm (P. Aeruginosa) w.r.t . Ampicillin (standard drug).…”