
Phosphorus, Sulfur and Silicon and the Related Elements p. 293 - 302 (2002)
Update date:2022-08-03
Topics:
El-Maghraby, Ahmed A.
Ali, Gameel A. M. El-Hag
Ahmed, Ahmed H. A.
El-Gaby, Mohamed S. A.
Ternary condensation of aromatic aldehydes, malononitrile and thioglycolic acid (2:2:1 molar ratio) in ethanol/piperidine afforded the corresponding thiazolo[3,2-a]pyridines 1a-d. Thiazolo/2′,3′:1,6]-pyrido[2,3-d]pyrimidine 4 was obtained by refluxing of compound 1a with acetic anhydride. Also, thiazolopyrido pyrimidine 6 was produced by refluxing of 1a with triethylorthoformate followed by treatment with hydrazine hydrate. Refluxing 1a with formic acid yielded the thiazolopyridopyrimidine 8 which on chlorination with thionyl chloride furnished the chloro derivative 9. Finally, amino thiazolo[2′,3′:1,6]pyrido[2,3-d]pyrimidine 10 was obtained by treatment of 1a with formamide. The structures of these compounds were established on the basis of elemental analyses, IR, 1H NMR, and mass spectral data. Also, the antimicrobial activity of some synthesized compounds is reported.
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