Electrophilic and nucleophilic substitution reactions in the series of 3-methylxanthine and its derivatives

Autor:	N. I. Gnatov, I. V. Fedulova, N. A. Klyuev, S. N. Garmash, B. A. Priimenko, N. I. Romanenko
Rok vydání:	1984
Předmět:	chemistry.chemical_classification Chemistry Organic Chemistry Halogenation Alkylation Medicinal chemistry chemistry.chemical_compound Nitration Halogen Electrophile Nucleophilic substitution Nitro Organic chemistry Alkyl
Zdroj:	Chemistry of Heterocyclic Compounds. 20:924-927
ISSN:	1573-8353 0009-3122
DOI:	10.1007/bf00513585
Popis:	The reactions of nitration and bromination of 3-methylxanthine were studied. Heating 3-inethyl-8-nitroxanthine with conc. HCl and HBr leads to a replacement of the nitro group by a halogen atom. The alkylation of 8-haloxanthines by alkyl halides were studied. It was shown that boiling 7-substituted 3-methyl-8-bromoxanthine derivatives with POCl3 and PCl5 leads to the formation of 2,6,8-trichloro-7-alkyl-purines. The structure of the synthesized compounds was confirmed by counter-synthesis, the data of elementary analysis, and mass spectrometry.
Databáze:	OpenAIRE
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