- Total synthesis of monocyclic pyrimidinium betaines with fatty alkyl chains
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Seven betaines were prepared by condensation of N,N'-diphenylamidines with malonic acid derivatives. The amidines were made via a multistep synthesis, starting from their corresponding fatty acids. Malonyl chloride and dipentachlorophenyl phenylmalonate, two derivatives of malonic acid, were obtained from malonic acid and benzyl chloride, respectively. Most of the products were characterized by IR, UV, 1H and 13C NMR. Biological assays of the synthesized betaines revealed their good antibacterial and antifungal activities against the Pseudomonas aeruginosa, Bacillus subtilis and Mucor ramannianus and an activity against Candida albicans.
- Malki, Fatiha,Touati, Abdelkader,Rahal, Said,Moulay, Saad
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experimental part
p. 961 - 967
(2011/12/21)
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- First 1,4-Dipolar Cycloaddition Reactions of 3,6-Dihydro-6-oxo-1-pyrimidinium-4-olates to 1,2,4-Triazoline-3,5-diones
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The synthesis of some novel representatives of the pyrimidinium-4-olates of type 3 and 7, prepared from amidines 2 or 6 and bis(2,4,6-trichlorophenyl) malonates 1, is described.The representatives 3 or 7, which are substituted at the 5-position, react with the 1,2,4-triazoline-3,5-diones 4 even at room temperature to produce high yields of stable primary adducts 5 or 8, respectively, as a result of a 1,4-dipolar cycloaddition reaction, whereas the betaines 3i, j, which are unsubstituted at the 5-position, react with 4 to give the new betaines 9a, b.
- Gotthardt, Hans,Schenk, Karl-Heinz
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p. 4567 - 4577
(2007/10/02)
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