| | 1 | Author
| Umlagerung Synthese, Eigenschaften Diphenylphosphinosubstituierter Uracile, Jochen Ellermann, AlfonsA M Demuth | Requires cookie* | | | Title
| Chemie polyfunktioneller Moleküle, 74 [1] [1] Synthesis, Rearrangement and Properties of Diphenylphosphino Substituted Uracils  | | | | Abstract
| 5-Bromo-uracil (2) with chloro-diphenylphosphine and triethylamine gives 5-bromo-N(1),N(3)-bis(diphenylphosphino)-uracil (3). In moist acetone, 3 is hydrolyzed to 5-bromo-N(l)-diphenylphosphino-uracil (4). 3 reacts with n-butyllithium under rearrangement and, with HCl, under elimination of a PPh2-group, forms C(5)-diphenylphosphino-uracil (7 a). Recrystallization of 7 a from ethanol yields the ethanol-1:1-adduct 7 b. Heating of 7 a in dimethylsulfoxide with D20 yields the N(l),N(3)-dideutero-C(5)-diphenylphosphino-uracil (7 c). All compounds were characterized by infrared, Raman, iH, 31 P NMR and mass spectra. 7 a shows a very small antitumor activity. | | | |
Reference
| Z. Naturforsch. 38b, 1165—1172 (1983); eingegangen am 19. Mai 1983 | | | |
Published
| 1983 | | | |
Keywords
| Diphenylphosphino Substituted Uracils, Rearrangement, NMR Spectra, Vibrational Spectra, Mass Spectra | | | |
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