Publication details

Three-component Domino-reaction of Diaminomaleodinitrile

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Authors

PAZDERA Pavel VYTISKA Zdeněk RICHTER Lukáš

Year of publication 2001
Type Article in Proceedings
Conference 53. zjazd chemických spoločností
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords Domino-reactions; diaminomaleodinitrile; acylisothiocyanates; pyrimido[4;4-d][1;3]thiazoles; 2H-purines
Description 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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