- Synthesis and Properties of 8-Nitro-7-Alkylated Theophylline Derivatives
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8-Nitrotheophylline (3) was alkylated with alkylhalides to obtain the corresponding 8-nitro-7-alkylated theophylline derivatives (4a-d).The reduction of 4a-d provided 8-aminoderivatives (5a-d).Heating 4a-d in the concentrated HCl gave the corresponding 8-chloroderivatives (6a-d).The products 5a and 5b reacted with 4-acetamidobenzenesulphonyl chloride to provide 8-(4'-acetamidobenzenesulphonamido)theophyllines (7a) and (7b).The acid hydrolysis of 7a and 7b gave the corresponding 8-(4'-aminobenzenesulphonamido)theophyllines (8a) and (8b), which were also products of the reaction of 6b and 6c with 4-acetamidobenzenesulphonamide, followed by the acid hydrolysis.The reaction of 6a and 6b with benzylamine in dimethylformamide resulted unexpectedly in the 8-dimethylaminoderivatives (9a) and (9b), respectively. Key words: 8-nitrotheophylline, alkylhalides, HCl, acid hydrolysis.
- Mosselhi, Mosselhi A. N.,Abbass, Ikhlass M.
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p. 179 - 186
(2007/10/02)
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