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Three-component Domino-reaction of Diaminomaleodinitrile

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PAZDERA Pavel VYTISKA Zdeněk RICHTER Lukáš

Rok publikování 2001
Druh Článek ve sborníku
Konference 53. zjazd chemických spoločností
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
Obor Organická chemie
Klíčová slova Domino-reactions; diaminomaleodinitrile; acylisothiocyanates; pyrimido[4;4-d][1;3]thiazoles; 2H-purines
Popis Diaminomaleodinitrile was used in a three component one-pot synthesis as a multi-functional reagent. A mixture containing diaminomaleo-dinitrile, benzoyl isothiocyanate (prepared by the reaction of benzoyl chloride with potassium or ammonium thiocyanate in the acetone solution) and acetone (as solvent in excess) reacted at room temperature concurrently. Both products, 2-benzoylimino-5,5-dimethyl-2,5-dihydropyrimido[5,4-d] [1,3]thiazole-7-carboxamide and 9-benzoyl-2,2-dimethyl-8-thioxo-5,7,8,9-tetrahydro-2H-purine-6-carboxamide, were isolated in ratio of ca 2 : 3, total yield > 80 %. The reaction pathway of this domino-process is explained.
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