Process for the preparation of penicillins

Details Process for the preparation of penicillins Process for the preparation of penicillins

C - Chemistry, Metallurgy

07

D

260/113

C07D 499/12 (2006.01) C07D 499/00 (2006.01)

Patent

CA 1046503

Production of Antibacterial Agents Abstract The old process for producing a synthetic penicillin, e.g. ampicillin or amoxycillin, which consisted of acylating solid 6-aminopenicillanic acid (6-APA) with an acid chloride (or chloride hydrochloride) after preparing the 6-APA by con- verting a silylated natural penicillin to an imino-chloride, as with PCI5, and thence to an imino-ether, as with methanol, and thence to 6-APA by hydrolysis followed by recovery of the solid 6-APA has been rendered more efficient and capable of being conducted in a single vessel by maintaining the imino-ether solution in the hydrolysis step at -50° C. while adding a volume of water no greater than 10% of the volume of the imino-ether solution to produce a single phase containing 6-aminopenicillanic acid which is then acylated with an acid chloride (or chloride hydrochloride) at about -40° C. after the addition of a week tertiary amine to produce the synthetic penicillin.

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