- Pteridines, LXXII. - Synthesis and Properties of 6- and 7-Amino-1,3-dimethyllumazines
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The synthesis of 6- and 7-amino-, -methylamino-, and -dimethylamino-1,3-dimethyllumazines (2-4 and 12-14) is described.The nucleophilic displacement reaction proceeds easily with the 7-halo-1,3-dimethyllumazines 10, 11 whereas the amidation of 6-hydroxy-1,3-dimethyllumazine (1) with phenyl diamidophosphates is recommended for the formation of 6-amino derivatives. 6-Amino-1,3-dimethyllumazine (2) is synthesized best from 6-chloro-1,3-dimethyllumazine (7) via the 6-hydrazino derivative 5 and subsequent reduction.From pKa value determinations and UV absorption spectra of the cationic and neutral forms can be seen that protonation takes place in both series at N-5.The physical properties of the newly synthesized compounds are discussed.
- Steppan, Heinz,Hammer, Joachim,Baur, Ralph,Gottlieb, Raphael,Pfleiderer, Wolfgang
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p. 2135 - 2145
(2007/10/02)
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- pH-KONTROLLIERTE PHOTOCHEMIE VON MERCAPTOLUMAZINEN
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6-Mercapto- (1) and 7-mercapto-1,3-dimethyllumazine (2) undergo photooxidations to different reaction products depending on the present molecular form in the excited state leading to disulfides, sulfinic and sulfonic acids.
- Heckel, Armin,Pfleiderer, Wolfgang
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p. 2161 - 2164
(2007/10/02)
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