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Molecules 2006, 11(11), 827-836; doi:10.3390/11110827

Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines

1,* , 1, 1, 1, 2 and 2
1 Institute of Medicinal Chemistry, School of Pharmacy, Shandong University, Jinan 250012, P.R. China 2 Instituto de Quimica Medica (CSIC), c/Juan de la Cierva, 3, 28006 Madrid, Spain
* Author to whom correspondence should be addressed.
Received: 5 October 2006 / Revised: 22 October 2006 / Accepted: 23 October 2006 / Published: 1 November 2006
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The new compound 7-methylpyrazolo[4,5-e][1,2,4]thiadiazin-3(2H,4H)-one1,1-dioxide (5) was synthesized and its novel mono N2- or N4-substituted derivatives 6and 7 were prepared by regioselective N-alkylation of 5 with different molar ratios ofNaH and alkyl halides. Based on the regioselective alkylation conditions found a facileone-pot synthesis of N2,N4-disubstituted pyrazolo[4,5-e][1,2,4] thiadiazines 8 wasdeveloped. The structures of the newly synthesized compounds were confirmed by IR,1H-NMR, 13C-NMR and MS spectral analysis.
Keywords: Pyrazolothiadiazines; regioselectivity; synthesis; alkylation; one-pot reaction Pyrazolothiadiazines; regioselectivity; synthesis; alkylation; one-pot reaction
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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Liu, X.; Yan, R.; Chen, N.; Xu, W.; Molina, M.T.; Vega, S. Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines. Molecules 2006, 11, 827-836.

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