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

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

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 alkylat...

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Main Authors: Salvador Vega, Maria Teresa Molina, Wenfang Xu, Niangen Chen, Renzhang Yan, Xinyong Liu
Format: Article
Language:English
Published: MDPI AG 2006-11-01
Series:Molecules
Subjects:
Pyrazolothiadiazines
regioselectivity
synthesis
alkylation
one-pot reaction
Online Access:http://www.mdpi.com/1420-3049/11/11/827/
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spelling doaj-98410305f1a44d87bc3bb04ffd7ce8242020-11-24T23:49:20ZengMDPI AGMolecules1420-30492006-11-01111182783610.3390/11110827Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazinesSalvador VegaMaria Teresa MolinaWenfang XuNiangen ChenRenzhang YanXinyong LiuThe 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.http://www.mdpi.com/1420-3049/11/11/827/Pyrazolothiadiazinesregioselectivitysynthesisalkylationone-pot reaction
collection DOAJ
language English
format Article
sources DOAJ
author Salvador Vega
Maria Teresa Molina
Wenfang Xu
Niangen Chen
Renzhang Yan
Xinyong Liu
spellingShingle Salvador Vega
Maria Teresa Molina
Wenfang Xu
Niangen Chen
Renzhang Yan
Xinyong Liu
Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines
Molecules
Pyrazolothiadiazines
regioselectivity
synthesis
alkylation
one-pot reaction
author_facet Salvador Vega
Maria Teresa Molina
Wenfang Xu
Niangen Chen
Renzhang Yan
Xinyong Liu
author_sort Salvador Vega
title Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines
title_short Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines
title_full Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines
title_fullStr Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines
title_full_unstemmed Regioselective Synthesis of Novel N2- and N4-Substituted 7-Methylpyrazolo[4,5-e][1,2,4]thiadiazines
title_sort regioselective synthesis of novel n2- and n4-substituted 7-methylpyrazolo[4,5-e][1,2,4]thiadiazines
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2006-11-01
description 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.
topic Pyrazolothiadiazines
regioselectivity
synthesis
alkylation
one-pot reaction
url http://www.mdpi.com/1420-3049/11/11/827/
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