Method for the preparation of 2-chloro sulfinyl azetidinones

Method for the preparation of 2-chloro sulfinyl azetidinones

An improved method for the preparation of 2-chloro sulfinyl azetidin-4-one of the formula: ; cyanomethyl; phenyl; substituted phenyl; phenoxy, benzyloxy- or substituted benzyl; a group of the formula R2-O-wherein R2 is t-butyl, 2,2,2-trichloroethyl, benzyl or substituted benzyl; a group of the formu...

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Bibliographische Detailangaben
Hauptverfasser: SANKARAN, RAMANATHAN, SITABKHAN, SAKINA, GUPTA, NIRANJAN L
Format: Patent
Sprache:eng
Schlagworte:
CHEMISTRY
CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS
GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC
GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE
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Zusammenfassung:An improved method for the preparation of 2-chloro sulfinyl azetidin-4-one of the formula: ; cyanomethyl; phenyl; substituted phenyl; phenoxy, benzyloxy- or substituted benzyl; a group of the formula R2-O-wherein R2 is t-butyl, 2,2,2-trichloroethyl, benzyl or substituted benzyl; a group of the formula R3-(O)n-CH2 wherein R3 is phenyl or substituted phenyl. The 2-chlorosulfinylazetidin-4-one is prepared by reacting a penicillin sulfoxide ester of the general formula wherein R and R1 have the meanings defined above with an N-chloro halogenating agent in an inert organic solvent. The reaction is carried out in the presence of an acid scavenging amount of a phosphate or hydrogen phosphate of an alkali metal, alkaline earth metal, ammonium, quaternary ammonium or mixtures thereof. These compounds find application as intermediates in the production of cefaclor which are powerful anti-bacterial compounds.