Hetacillin was oxidized with m-chloroperbenzoic acid to give the corresponding (R)- and (S)-sulfoxides. Ozonization of hetacillin not only oxidized the sulfide but caused unexpected oxidation of the imidazolidine ring to a 2H-imidazoline. The biological spectrum showed the (R)-sulfoxide to be appreciably more active than the (S)-sulfoxide.

New substituted 1,3‐dihydro‐3,3‐dimethyl‐2H‐indol‐2‐one derivatives 19–29 and 34–43 were synthesized and examined for their inotropic activity in isolated dog ventricular tissues. Among them, compound 26 (2‐(2,3‐dimethoxybenzylamino)‐N‐(3,3,7‐trimethyl‐2‐oxo‐2,3‐dihydro‐1H‐indol‐5‐yl)acetamide) showed very potent activity.

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Treatment of the 7‐aminocephalosporin (I) with hexamethyldisilazane (II) gives the bistrimethylsilylated intermediate which is converted to the iodomethyl compound (IV).