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Molecules 2014, 19(5), 5459-5469; doi:10.3390/molecules19055459

Synthesis and Isomerization of Some Novel Pyrazolopyrimidine and Pyrazolotriazolopyrimidine Derivatives

1,2,* , 1,3
1 Photochemistry Department, National Research Center, Dokki, Cairo 1258943, Egypt 2 Chemistry Department, Faculty of Science and Human Studies, Shaqra University, Huraiymla 11961, Kingdom of Saudi Arabia 3 Chemistry Department, Faculty of Science, Hail University, Hail 81411, Kingdom of Saudi Arabia 4 Chemistry Department, Faculty of Education, Shaqra University, Afif 11921, Kingdom of Saudi Arabia 5 Food Science and Nutrition Department, College of Food Science and Agriculture, King Saud University, Riyadh 11564, Kingdom of Saudi Arabia
* Author to whom correspondence should be addressed.
Received: 30 March 2014 / Revised: 16 April 2014 / Accepted: 17 April 2014 / Published: 25 April 2014
(This article belongs to the Section Organic Synthesis)
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4-Imino-1-p-tolyl-1,4-dihydropyrazolo[3,4-d]pyrimidin-5-ylamine (2) and (1-p-tolyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-hydrazine (3) were prepared starting from ethyl 4-cyano-1-p-tolyl-1H-pyrazol-5-ylimidoformate (1). The structure of compound 3 was confirmed through preparation of the pyrazole derivatives 4 and 5. Also, the synthesis and structural characterization of pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidine derivatives 7 and 9 and their isomerization to pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives 6 and 8, respectively, under different suitable reaction conditions were reported. Moreover, the syntheses of 2-substituted-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives 10 and 11 was described.
Keywords: pyrazoles; pyrazolopyrimidines; pyrazolotriazolopyrimidines; isomerization pyrazoles; pyrazolopyrimidines; pyrazolotriazolopyrimidines; isomerization
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Rashad, A.E.; Shamroukh, A.H.; Abdel-Megeid, R.E.; Ali, H.S. Synthesis and Isomerization of Some Novel Pyrazolopyrimidine and Pyrazolotriazolopyrimidine Derivatives. Molecules 2014, 19, 5459-5469.

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