Process for preparing sulfinyl chlorides from penicillin sulfoxi

Details Process for preparing sulfinyl chlorides from penicillin sulfoxi Process for preparing sulfinyl chlorides from penicillin sulfoxi

1977-12-08

1979-08-21

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260307H, 260326S, 26032637, 2603303, 544 18, C07D20508, C07D50110

Patent

active

041653165

ABSTRACT:
A penicillin sulfoxide ester is reacted with an N-chloro halogenating agent at a temperature of from about 75.degree. C. to about 135.degree. C. and in the presence of an alkylene oxide and calcium oxide to produce a 2-chlorosulfinylazetidin-4-one intermediate. The intermediate, upon separation from the alkylene oxide, calcium oxide, and any conversion products of both the alkylene oxide and calcium oxide, can be treated with stannic chloride to produce a 3-exomethylenecepham sulfoxide.

REFERENCES:
patent: 4071513 (1978-01-01), Kim
Ishimara et al., Bull. Chem. Soc., Japan 48, 2989-2990 (1975).

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