Synthesis of some new purine and mercaptopurine analogues as antimetabolites
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The 7-aryl-3-(methylthio)isothiazole[5',4':3,4]pyrazolo[1,5-a] pyrimidine 7 was synthesized by the reaction of Sodium 3- arylprop-3- oxo-1-en-1-olate 5 with 3-(methylthio)-5H-pyrazolo[4,3-d]isothiazol-4-amine 4. Reaction of 5-amino-1,3,4-thiadiazol-2-thiol 9 with Sodium 3- arylprop-3- oxo-1-en-1-olate 5 to form 1-Aryl-2-[(5-mercapto-[1,3,4]-thiadiazole-2-yl)imino]ethanone,10. Reduction of 5-amino-[1,3,4]-thiadiazol-2-thiol 9 produced 5-amino-1,3,4-thiadiazolidine-2-thiol 12 which reacted with Sodium 3- arylprop-3- oxo-1-en-1-olate 5 to form 5-aryl-3,5-dihydro-2H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-2-thiol 13 then alkylation to give 5-aryl-2-(methylthio)-3,5-dihydro-2H-[1,3,4]thiadiazolo[3,2-a]pyrimidin 15. Treatment of 5-amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile 16 with Sodium 3- arylprop-3- oxo-1-en-1-olate 5 to form 7-aryl-2-(cyanomethyl)arylpyrazolo[1,5-a]pyrimidine-3-carbonitrile 18.
[Sayed A. Ahmed and Hussein S. Elgendy (2014); Synthesis of some new purine and mercaptopurine analogues as antimetabolites Int. J. of Adv. Res. 2 (May). 0] (ISSN 2320-5407). www.journalijar.com
