Volume 29, Issue 1
Preparative Organic Chemistry
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ChemInform Abstract: Synthesis of 2-(3-Hydroxyacetonyl)malonic Aldehyde and Its Derivatives and Their Reaction with 5-Aminotetrazole.

H. R. SKOV

H. R. SKOV

Inst. org. khim. im. Zelinskogo Ross. Akad. nauk, Moskva 117913, Russia

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O. L. ELISEEV

O. L. ELISEEV

Inst. org. khim. im. Zelinskogo Ross. Akad. nauk, Moskva 117913, Russia

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M. M. VARTANYAN

M. M. VARTANYAN

Inst. org. khim. im. Zelinskogo Ross. Akad. nauk, Moskva 117913, Russia

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First published: 24 June 2010

Abstract

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ChemInform Abstract

The title malonic aldehydes (II) are obtained for the first time by simple hydrolysis of the furans (I). They undergo a cyclocondensation reaction with aminotetrazole (III) to afford the tetrazolopyrimidines (IV) which are in equilibrium with their isomeric open-chain azides (V). The expected [1 + 4] cycloaddition products are not observed under the reaction conditions used.

chemical structure image

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