Synthesis and Transformations of Hydrazine-Substituted Pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine

A method was developed for the synthesis of 11-(2-furyl)-4-hydrazino-8,8-dimethyl-7,10-dihydro-8H-pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine on the basis of which new heterocyclic systems were synthesized. The conditions for the azido/tetrazole transformation of the resulting condensed tetrazolo[1,5-c]pyrimidine were studied. Isomeric triazolo[4,3-c]- and -[1,5-c]pyrimidines were synthesized and the conditions for the transformation of the first isomer into the second in accordance with the Dimroth rearrangement were established.

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Journal
Журнал Общей Химии
Published
2024-08-13
DOI
https://doi.org/10.31857/s0044460x24030079
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
Type
article
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article

Synthesis and Transformations of Hydrazine-Substituted Pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine

Sh. Sh. Dashyan, I. M. Barkhudaryants, E. G. Paronikyan, V. V. Dabaeva et al.
Журнал Общей Химии
Synthesis and Characterization of Heterocyclic Compounds
article

Synthesis and Transformations of Hydrazine-Substituted Pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine

Sh. Sh. Dashyan, I. M. Barkhudaryants, E. G. Paronikyan, V. V. Dabaeva, M. R. Baghdasaryana
article en

Abstract

A method was developed for the synthesis of 11-(2-furyl)-4-hydrazino-8,8-dimethyl-7,10-dihydro-8H-pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine on the basis of which new heterocyclic systems were synthesized. The conditions for the azido/tetrazole transformation of the resulting condensed tetrazolo[1,5-c]pyrimidine were studied. Isomeric triazolo[4,3-c]- and -[1,5-c]pyrimidines were synthesized and the conditions for the transformation of the first isomer into the second in accordance with the Dimroth rearrangement were established.

Журнал Общей ХимииVol. 94(3)
Institute of Fine Organic Chemistry of Scientific - Technological Center of Organic and Pharmaceutical Chemistry (AM)
Clean water and sanitation
Openalex Percentile: Top 91%
Synthesis and Characterization of Heterocyclic Compounds
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