Naslov
Oxidation and reduction of sulfamethoxazole

Autori
Lovrek, Monika ; Zorc, Branka ; Butula, Ivan

Izvornik
Acta pharmaceutica (1330-0075) 48 (1998), 1; 31-38

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
sulfamethoxazole; oxidation; reduction

Sažetak
Oxidation and reduction of sulfamethoxazole (SMX, 1) was studied under various reaction conditions. Oxidation reaction by hydrogen peroxide in glacial acetic acid afforded predominately the corresponding nitro derivative 2 (SMX-NO2). When the reaction was catalyzed by methylrhenium trioxide (MTO) the main product was azoxy derivative 3 (SMX-AZ). Catalytic hydrogenation of SMX with Pd/BaSO4 and the substrate/catalyst mass ratio 1:1 resulted with amidine 4 (SMX-AD). The compound 4 was obtained by hydrogenation of nitro compound 2 under the same reaction conditions. Hydrogenation of 2 in the presence of PtO2 and triethyl phospite (TEP) and substrate/catalyst ratio 10:1 gave the hydroxylamine 5 (SMX-HA). Reduction of 2 by zinc dust gave the same product. Selective oxidation of 5 led to nitroso compound 6 (SMX-NO).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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