Characterization of autoxidation products of the antifungal compounds econazole nitrate and miconazole nitrate
Econazole nitrate 1 and miconazole nitrate 2 underwent autoxidation in 90% ethanol at 77°C in the presence of AIBN and oxygen. The benzylic methylene carbons of 1 and 2, the benzylic methine carbon of 2, and the imidazole ring of 2 were sites of oxidation.
Novel 1-phenethylimidazoles substituted at the position β to the imidazole ring by an optionally substituted hydrocarbyl ester, thioester, or dithioester are useful as antimicrobial agents and as intermediates in the preparation of novel 1-phenethylimidazoles substituted at the position β to the imidazole with a mercapto. Both the former and latter compounds are useful as intermediates in the preparation of certain 1-[β-(R-thio)phenethyl] imidazoles.
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(2008/06/13)
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