Synthesis of Novel 3‐(3‐(5‐Methylisoxazol‐3‐yl)‐7H‐[1, 2, 4]Triazolo [3, 4‐b][1, 3, 4]Thiadiazin‐6‐yl)‐2H‐Chromen‐2‐Ones. (22nd December 2014)

• Record Type: Journal Article
• Authors: Vaarla, Krishnaiah; Vedula, Rajeswar Rao
• Is Part Of: Journal of heterocyclic chemistry. Volume 53:Number 1(2016:Jan.)
• Page Start: 69
• Page End: 73
• Publication Date: 2014-12-22
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.2301
• Languages: English
• ISSNs: 0022-152X

Abstract

Abstract : A novel series of coumarin substituted triazolo‐thiadiazine derivatives were designed and synthesized by using 5‐methyl isoxazole‐3‐carboxylic acid (1 ), thiocarbohydrazide (2 ), and various substituted 3‐(2‐bromo acetyl) coumarins (4a, 4b, 4c, 4e, 4d, 4f, 4g, 4h, 4i, 4j ). Fusion of 5‐methyl isoxazole‐3‐carboxylic acid with thiocarbohydrazide resulted in the formation of theintermediate 4‐amino‐5‐(5‐methylisoxazol‐3‐yl)‐4 H ‐1, 2, 4‐triazole‐3‐thiol (3 ). Thisintermediate on further reaction with substituted 3‐(2‐bromo acetyl) coumarins under simple reaction conditions formed the title products 3‐(3‐(5‐methylisoxazol‐3‐yl)‐7 H ‐[1, 2, 4]triazolo[3, 4‐b][1, 3, 4]thiadiazin‐6‐yl‐2 H ‐chromen‐2‐ones (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j ) in good to excellent yields. All the synthesized compounds were well characterized by physical, analytical, and spectroscopic techniques. Abstract :