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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
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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Abstract

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 3.0).

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MDPI and ACS Style

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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