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

Molecules

Xinyong Liu¹  Renzhang Yan¹  Niangen Chen¹  Wenfang Xu¹  Maria Teresa Molina² 

[1] Institute of Medicinal Chemistry, School of Pharmacy, Shandong University, Jinan 250012, P.R. China;Instituto de Quimica Medica (CSIC), c/Juan de la Cierva, 3, 28006 Madrid, Spain

关键词: Pyrazolothiadiazines;    regioselectivity;    synthesis;    alkylation;    one-pot reaction;   

DOI  :  10.3390/11110827

来源: mdpi

【 摘 要 】

The new compound 7-methylpyrazolo[4,5-e][1,2,4]thiadiazin-3(2H,4H)-one 1,1-dioxide (5) was synthesized and its novel mono N₂- or N₄-substituted derivatives 6 and 7 were prepared by regioselective N-alkylation of 5 with different molar ratios of NaH and alkyl halides. Based on the regioselective alkylation conditions found a facile one-pot synthesis of N₂,N₄-disubstituted pyrazolo[4,5-e][1,2,4] thiadiazines 8 was developed. The structures of the newly synthesized compounds were confirmed by IR, ¹H-NMR, ¹³C-NMR and MS spectral analysis.

【 授权许可】

Unknown   
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