Sulfinyl halides and their preparation from penicillin sulfoxide

Details Sulfinyl halides and their preparation from penicillin sulfoxide Sulfinyl halides and their preparation from penicillin sulfoxide

1977-11-17

1979-08-21

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260307H, 2603303, 260326S, 26032637, 548301, 544 18, C07D20508, C07D50110

Patent

active

041653157

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. to produce a novel 2-chlorosulfinylazetidin-4-one intermediate. The intermediate can be treated with stannic chloride to produce a 3-exomethylenecepham sulfoxide.

REFERENCES:
ishimaru et al., Bul. Chem. Soc., Japan 48, 2989-2990.
Chou et al., J. Amer. Chem. Soc. 96, 1609-1610 (1974).

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