Abstract
The conversion of hetacillin to ampicillin in aqueous solution was studied by hydroxylamine assay, IR analysis, and 14C-labeling methods. Each technique indicates a half-life of at least 4hr for hetacillin at physiological pH. The interconversion of ampicillin and hetacillin in aqueous solutions can be controlled by the concentration of added acetone. Excess acetone leads to the formation of hetacillin in aqueous solutions of ampicillin. A scheme for this interconversion is proposed, which accounts for the production of a Schiff base intermediate and penicillenic acid.
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