Efficient Routes to Pyrazolo3,4-e1,2,4triazines and a New Ring System: 1,2,4Triazino5,6-d1,2,3triazinesReport as inadecuate




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1

Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait

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Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt





*

Author to whom correspondence should be addressed.



Abstract Arylhydrazonomalononitriles 1a,b react with phenylhydrazine to yield amidrazones 2a,b that cyclize to give 2-aryl-5-phenylhydrazono-2,5-dihydro-1,2,4-triazine-6-carbonitriles 5a,b upon reaction with dimethylformamide dimethylacetal DMFDMA. Refluxing 5a,b in glacial acetic acid resulted in the formation of the pyrazolo-1,2,4-triazines 6a,b. Compounds 6a,b were also formed upon treatment of 3-amino-4-phenylhydrazono-1-phenyl-2-pyrazolin-5-ones 7a,b with DMFDMA. Reacting these triazinyl arylhydrazononitriles 5a,b with hydroxylamine hydrochloride in ethanolic sodium acetate afforded amidrazones 8a,b that are readily cyclized in refluxing dimethylformamide into 1,2,4triazino1,2,3triazines 10a,b.

Keywords: amidrazones; arylhydrazononitrile; amidoximes; 1,2,4triazino1,2,3triazine; dimethylformamide; dimethylacetal; pyrazolo1,2,4triazine amidrazones; arylhydrazononitrile; amidoximes; 1,2,4triazino1,2,3triazine; dimethylformamide; dimethylacetal; pyrazolo1,2,4triazine





Author: Hamad Mohamed Al-Matar 1,* , Khaled Dessouky Khalil 2, Doa’a Mohamed Al-Dorri 1 and Mohamed Helmy Elnagdi 1

Source: http://mdpi.com/



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