Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry


Synthesis of new 1-(4-amino-1,2,4-triazol-3-ylmethyl)-pyrimidinedione derivatives under microwave irradiation and their antimicrobial evaluation

Author(s): Reem A. K. Al-Harbi and Adel A. H. Abdel-Rahman

The present work represents the reaction of different hydrazides with carbon disulfide in the presence of potassium hydroxide to afford 1-(1,3,4-oxadiazol-5-ylmethyl-2-thio)-pyrimidinedione derivatives. Conventional heating and microwave irradiation (MW) of the 1,2,4-triazoles with hydrazine hydrate afforded the corresponding 4-amino-1H- 1,2,4-triazole-5(4H)-thiones. Treatment of the latter compounds either with carbon disulfide in the presence of KOH or with methyl iodide followed by reaction with phthalaldehydic acid under microwave conditions using isopropyl alcohol or dimethylformamide as a solvent afforded the thioxo[1,2,4]triazolo[3,4-b]thiadiazoles and 4-amino-5- (methylthio)-4H-1,2,4-triazoles, respectively. Conventional heating and microwave irradiation (MW) of 4-amino-5- (methylthio)-4H-1,2,4-triazoles with different aromatic aldehyde afforded the corresponding schiffʹs bases. While reaction of 4-aminotriazoles with phthalaldehydic acid afforded different products depending on the solvent used during the microwave irradiation.