Preparation of 6-.alpha.-bromo- and/or 6,6-dibromo-penicillanic

Details Preparation of 6-.alpha.-bromo- and/or 6,6-dibromo-penicillanic Preparation of 6-.alpha.-bromo- and/or 6,6-dibromo-penicillanic

1983-04-19

1986-10-28

Rizzo, Nicholas S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D49900, A61K 31425

Patent

active

046197869

ABSTRACT:
A process for the preparation of at least one compound of a formula selected from the group consisting of ##STR1## and their salts and esters wherein X is selected from the group consisting of hydrogen and a substituent such as halogen and acetoxy comprising diazotizing a compound of the formula ##STR2## and salts and esters thereof wherein X has the above definition and brominating the resulting diazotized compound with at least an equimolar amount of a nitrosating agent in the presence of 1 to 5 equivalents of a strong acid in solution or suspension in a mixture of water and an at least partially water-miscible organic solvent with the amount of water being 1 to 20% by volume containing at least equimolar amounts of hydrogen bromide and bromine which bromo compounds are useful intermediates for the preparation of penicillanic acid-1,1-dioxide and its derivatives and novel 6-diazo-intermediates.

REFERENCES:
patent: 4432970 (1984-02-01), Kellogg
patent: 4444687 (1984-04-01), Gottstein
Clayton et al., J. Chem. Soc. (London), 1969, pp. 2123-2127.
Cignarella et al., J. of Org. Chem., vol. 27, pp. 2668-2669, (1962).

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