LAUSR.org creates dashboard-style pages of related content for over 1.5 million academic articles. Sign Up to like articles & get recommendations!

A facile approach for synthesis of thiazines-, thiazoles- and triazoles-annulated 6-styryl-2-thiouracil derivative

Photo from archive.org

Utility of 4-oxo-6-styryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 1 in synthesis of a new series of fused pyrimidines was described. Pyrimido[2,1- b ][1,3]thiazines 6 – 9 were obtained via Michael addition of compound 1 to… Click to show full abstract

Utility of 4-oxo-6-styryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 1 in synthesis of a new series of fused pyrimidines was described. Pyrimido[2,1- b ][1,3]thiazines 6 – 9 were obtained via Michael addition of compound 1 to the polarized systems 2 – 5 in the presence of nanosized ZnO. S -alkylation of pyrimidine 1 followed by cyclization with phenacyl bromide, monochloroacetic acid, chloroacetonitrile and oxalyl chloride afforded the desired thiazolo[3,2- a ]pyrimidines 10 – 13 . Hydrazinolysis of compound 1 followed by addition cyclization with acetic anhydride, formic acid, carbon disulfide and benzoyl chloride afforded triazolo[4,3- a ]pyrimidines 15 – 18 . The antimicrobial screening showed high activity for thiazolo[3,2- a ]pyrimidines 11 and 12 against both Gram (+ ve) and Gram (− ve) bacteria.

Keywords: synthesis thiazines; thiazines thiazoles; thiazoles triazoles; facile approach; approach synthesis; synthesis

Journal Title: Journal of the Iranian Chemical Society
Year Published: 2019

Link to full text (if available)


Share on Social Media:                               Sign Up to like & get
recommendations!

Related content

More Information              News              Social Media              Video              Recommended



                Click one of the above tabs to view related content.