Semisynthetic Penicillins. III. Aminopenicillins via Azidopenicillins.

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Abstract
Azido substituted penicillins have been prepared by acylation of 6-aminopenicillanic acid with chlorides, azides and ethoxyformic anhydrides of azido acids. The azido groups can be smoothly converted into amino groups by catalytic hydrogenation over palladium or, preferably, over nickel catalyst. Good results were obtained with penicillins derived from carboxylic acids having the azido group in the a-position or in a benzene ring, whilst compounds with the azido group in the [beta] -or gamma-position were not satisfactorily reduced and gave inconsistent results. The properties of the prepared penicillins are briefly described.