- Purines. XIV [1]. Synthesis and properties of 8-nitroxanthine and its N- methyl derivatives
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Xanthine (1) and its N-methyl derivatives 2-16 have been nitrated to the corresponding 8-nitro derivatives 17-32 under different reaction conditions. Nitration in glacial acetic acid with nitric acid works well with the N-7 unsubstituted and some of the 9-methylxanthines, respectively, whereas the 7- methylxanthine derivatives react best with nitronium tetrafluoroborate in sulfolane or glacial acetic acid. The 8-nitro group can be displaced nucleophilically to form 8-chloro-, 33, 34, 8-ethoxy-, 35, 36, and uric acid derivatives 37-40, respectively. The newly synthesized 8-nitroxanthines have been characterized by elemental analyses, pK-determinations and uv and 1H- nmr spectra.
- Mosselhi,Pfleiderer
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p. 1221 - 1228
(2007/10/02)
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- Electrochemical Behaviour of 9-Methylxanthine at Glassy Carbon Electrode
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The electrochemical oxidation of 9-methylxanthine at a glassy carbon electrode has been examined in the pH range 1.9 - 10.00 by linear and cyclic sweep voltammetry, coulometry and spectral studies.The products of electrooxidation have been identified and a plausible mechanism is suggested.
- Goyal, R. N.
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p. 343 - 347
(2007/10/02)
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