Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives
Reaction of 2 with different reagents, namely formic acid, acetic anhydride and trichloroacetonitrile, yielded pyrazolo[3,4-d]pyrimidine derivatives 3, 5 and 6, respectively. Pyrazolo[3,4-d]pyrimidine m-thiazine(7) and 2,4-(1H,3H)dithione (8) derivatives were formed by the action of carbon disulfide...
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Serbian Chemical Society
1999-11-01
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Series: | Journal of the Serbian Chemical Society |
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Online Access: | http://www.shd.org.yu/HtDocs/SHD/Vol64/No11-Pdf/V64-no11-02.zip |
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author | MAGDI E. A. ZAKI OSAMA I. ABD EL-SALAM SAMIRA A. SWELAM |
author_facet | MAGDI E. A. ZAKI OSAMA I. ABD EL-SALAM SAMIRA A. SWELAM |
author_sort | MAGDI E. A. ZAKI |
collection | DOAJ |
description | Reaction of 2 with different reagents, namely formic acid, acetic anhydride and trichloroacetonitrile, yielded pyrazolo[3,4-d]pyrimidine derivatives 3, 5 and 6, respectively. Pyrazolo[3,4-d]pyrimidine m-thiazine(7) and 2,4-(1H,3H)dithione (8) derivatives were formed by the action of carbon disulfide on 2, depending on the reaction medium. Interaction of 7 with hydrazine hydrate yielded the aminoimino derivative 9 which reacted with acetic anhydride, triethyl orthoacetate and/or appropriate aldehydes to give 11, 12 and 13a,b, respectively. Methylation of compound 8 gave 14, which reacted with hydrazine hydrate to afford the monohydrazino derivative 15. Reaction of 15, with formic acid and nitrous acid afforded pyrazolo[4,3-e]triazolo[1,5-c]pyrimidine (16) and pyrazolo[4,3-e]tetrazolo-[1,5-c]pyrimidine (17) derivatives, respectively. The structures of products 3-17 were identified in light of their elemental analyses and spectra data. |
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issn | 0352-5139 |
language | English |
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publishDate | 1999-11-01 |
publisher | Serbian Chemical Society |
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spelling | doaj.art-7b33e27aeb3943cda051ba09fa8ac0f82022-12-22T00:26:30ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391999-11-016411655662Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivativesMAGDI E. A. ZAKIOSAMA I. ABD EL-SALAMSAMIRA A. SWELAMReaction of 2 with different reagents, namely formic acid, acetic anhydride and trichloroacetonitrile, yielded pyrazolo[3,4-d]pyrimidine derivatives 3, 5 and 6, respectively. Pyrazolo[3,4-d]pyrimidine m-thiazine(7) and 2,4-(1H,3H)dithione (8) derivatives were formed by the action of carbon disulfide on 2, depending on the reaction medium. Interaction of 7 with hydrazine hydrate yielded the aminoimino derivative 9 which reacted with acetic anhydride, triethyl orthoacetate and/or appropriate aldehydes to give 11, 12 and 13a,b, respectively. Methylation of compound 8 gave 14, which reacted with hydrazine hydrate to afford the monohydrazino derivative 15. Reaction of 15, with formic acid and nitrous acid afforded pyrazolo[4,3-e]triazolo[1,5-c]pyrimidine (16) and pyrazolo[4,3-e]tetrazolo-[1,5-c]pyrimidine (17) derivatives, respectively. The structures of products 3-17 were identified in light of their elemental analyses and spectra data.http://www.shd.org.yu/HtDocs/SHD/Vol64/No11-Pdf/V64-no11-02.zippyrazolo[34-d]pyrimidinem-thiazinerearragnementtriazolo[15-c]-pyrimidinetetrazolo[15-c]pyrimidine |
spellingShingle | MAGDI E. A. ZAKI OSAMA I. ABD EL-SALAM SAMIRA A. SWELAM Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives Journal of the Serbian Chemical Society pyrazolo[3 4-d]pyrimidine m-thiazine rearragnement triazolo[1 5-c]-pyrimidine tetrazolo[1 5-c]pyrimidine |
title | Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives |
title_full | Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives |
title_fullStr | Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives |
title_full_unstemmed | Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives |
title_short | Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives |
title_sort | synthesis of some pyrazolo 3 4 d pyrimidines and their fused triazole and tetrazole derivatives |
topic | pyrazolo[3 4-d]pyrimidine m-thiazine rearragnement triazolo[1 5-c]-pyrimidine tetrazolo[1 5-c]pyrimidine |
url | http://www.shd.org.yu/HtDocs/SHD/Vol64/No11-Pdf/V64-no11-02.zip |
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