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CHEMOSPECIFIC REACTIONS OF as-TRIAZINE RING REDUCTION IN SULFONYL DERIVATIVES OF PYRAZOLO[5,1-c][1,2,4]TRIAZINES

Ирина В. Леденева, Павел А. Картавцев, Хидмет С. Шихалиев, Алевтина Ю. Егорова
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Abstract


This study describes the reduction of 4-methyl- and 4-phenyl-3-(methylsulfonyl)pyrazolo[5,1-c][1,2,4]triazines and 3-[(4-methylphenyl)sulfonyl]pyrazolo[5,1-c][1,2,4]triazines, which were obtained by reactions of pyrazole-3(5)-diazonium salts with the appropriate β-ketosulfones. The interaction of sulfonyl derivatives of pyrazolo[5,1-c][1,2,4]triazines with sodium dithionite or thiourea 1,1-dioxide under mild conditions resulted in chemospecific partial reduction of the as-triazine ring. The configuration of the obtained pyrazolo[5,1-c][1,2,4]triazine dihydro derivatives was established by X-ray structural analysis.

Keywords


thiourea dioxide; sodium dithionite; pyrazolo[5,1-c][1,2,4]triazines; sulfones; partial reduction; chemospecific reactions

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