Process for making a 2'-halopenicillin

Details Process for making a 2'-halopenicillin Process for making a 2'-halopenicillin

1973-06-21

1976-11-02

Gallagher, Richard J.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260243C, 424244, C07D49904

Patent

active

039896854

ABSTRACT:
A 2'-halopenicillin compound is prepared from a penicillin-1-oxide compound by the action of an acid halide in the presence of a base. The product on heating rearranges to a 3-halo-3-methylcepham compound which itself gives a 3-methyl-3-cephem compound on further heating. A 2'-halopenicillin compound gives a 3-methyl-3-cephem compound on heating. The 2'-halopenicillin compounds, 3-halo-3-methylcepham compound and 3-methyl-3-cephem compounds are antibacterials which are also useful as intermediates for the synthesis of other penicillins and cephalosporins.

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