Crystal Structure of Ethyl 2,4-Dimethyl-1-phenyl-6-thioxo-1,6-dihydropyrimidine-5-carboxylate: The Product from the Reaction of Ethyl 3-Aminocrotonate, Phenylisothiocyanate and Acetic Anhydride
| Autor: | Peter J. Cossar, Cecilia C. Russell, Dylan Pope, Adam McCluskey, Paul V. Bernhardt, Siobhann N. McCluskey |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry General Chemistry Crystal structure 010402 general chemistry Condensed Matter Physics 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Acetic anhydride Crystallography chemistry Thiazine Functional group Carboxylate Thioamide Organometallic chemistry Monoclinic crystal system |
| Zdroj: | Journal of Chemical Crystallography. 48:91-95 |
| ISSN: | 1572-8854 1074-1542 |
| DOI: | 10.1007/s10870-018-0714-6 |
| Popis: | The crystal structure of ethyl 2,4-dimethyl-1-phenyl-6-thioxo-1,6-dihydropyrimidine-5-carboxylate (7) has been determined (monoclinic, P21/n, a 12.5543(9); b 7.6345(4); c 16.1568(14) A, β 107.210(9)°) revealing a thioamide functional group instead of the thiazine ethyl (Z)-2,4-dimethyl-6-(phenylimino)-6H-1,3-thiazine-5-carboxylate (5) proposed previously. This has required the revision of the published structure for this multicomponent reaction which now has identified (7), not (5), as the product, supported by NMR and IR analysis. The crystal structure of the major product from the reaction of ethyl 3-aminocrotonate, phenylisothiocyanate and acetic anhydride is ethyl 2,4-dimethyl-1-phenyl-6-thioxo-1,6-dihydropyrimidine-5-carboxylate (shown), not the previously identified ethyl (Z)-2,4-dimethyl-6-(phenylimino)-6H-1,3-thiazine-5-carboxylate. |
| Databáze: | OpenAIRE |
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