108222-53-3

Upstream product

• 29310-88-1 3-bromoacetylcoumarin 
• 13229-01-1 3-(4-methylphenyl)-4-amino-5-mercapto-1,2,4-triazole 
• 31130-15-1 2-mercapto-5-(4-methylphenyl)-1,3,4-oxadiazole 
• 892450-41-8 3-(2-(5-p-tolyl-1,3,4-oxadiazol-2-ylthio)acetyl)-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis of coumarin substituted triazolothiadiazine derivatives via ring transformation reaction

A novel ring transformation reaction for the synthesis of 3-(3-aryl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-2H-chromen-2-ones has been described. Reaction of 3-(2-bromoacetyl)coumarins (1) with 5-aryl-1,3,4-oxadiazole-2-thiol (2) gave ketones (4a-h). The in situ formed ketones (4a-h) were reacted with hydrazine hydrate to give 3-(3-aryl-7H-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-2H-chromen-2-ones (3a-h) and not 5 or 6. The compounds (3a-h) can also be prepared by the reaction of 3-(2-bromoacetyl)coumarins (1) with 5-aryl-1,3,4-oxadiazole-2-thiol (2) in anhydrous ethanol to give corresponding 3-(2-(5-aryl-1,3,4-oxadiazol-2-ylthio) acetyl)-2H-chromen-2-ones (4a-h). These on reaction with hydrazine hydrate in acetic acid gave corresponding 3-(3-aryl-7H-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazin-6-yl)-2H-chromen-2-ones (3a-h).

A simple and efficient synthesis of 3-(3-phenyl-7H-[1,2,4]triazole[3,4][1, 3,4]thiadiazin-6-yl)chromen-2-ones

The compounds 3-(3-phenyl-7H-[l,2,4]triazole[3,4][l,3,4]thiadiazin-6-yl) chromen-2-ones (3), have been prepared by the condensation of 3-(2-bromoacetyl)chromen-2-ones (1) with 4-amino-5-phenyl-4H[l,2,4]triazole-3- thiols (2), under reflux in ethanol. A si

A NOVEL SYNTHESIS OF THIAZOLYL, IMIDAZOTHIADIAZOLYL, AND THIADIAZINYL-2H-1-BENZOPYRAN-2-ONES

3-Acetylcoumarins I with arylthiourea in the presence of iodine gave substituted-3-(2-arylamino-4-thiazolyl)-2H-1-benzopyran-2-ones (IIa-IIc.) The structures of these products have been confirmed and they were converted into acetyl derivatives (IId-IIf.)