ES386042A1 - A procedure for the preparation of 3-hydroxy-3-methyl-7-aminocefam-carboxylic compounds. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

A procedure for the preparation of 3-hydroxy-3-methyl-7-amino-cefam-carboxylic compounds of the formula: **(See formula)** where R is hydrogen, H2 ⊕ or a protecting group of the amino group and R'is hydrogen, an ester group or a salt-forming cation or an anionic charge R is H2 ⊕, whose process is characterized by heating a penicillin sulfoxide acid or ester in the presence of sulfuric acid, sulfamic acid or a soluble salt or ester thereof, between about 80ºC and about 150ºC, in a reaction mixture containing at least about 10% by volume of a tertiary carboxamide, said tertiary carboxamide being further defined by the formula **(See formula)** where (1) R1 is hydrogen and each of the radicals R2 and R3 is alkyl, phenyl, tolyl or xylyl, so that R2 and R3 contain in total up to about 14 carbon atoms; (2) at least one of the residues R1, R2, and R3 is alkyl and not more than two R1, R2 and R3 are phenyl, tolyl or xylyl and R1, R2 and R3 contain in total up to about 18 carbon atoms; (3) R1 is hydrogen or alkyl, R2 and R3 together with the nitrogen to which they are attached form a saturated monocyclic ring containing 4 to 6 ring carbon atoms, the ring of which may also contain oxygen as a member thereof, in gamma position with respect to the nitrogen of the ring and R1, R2 and R3 do not contain in total more than 12 carbon atoms; me (4) R1 and R2 together with the nesting grouping (-C (O) -N-) to which they are attached form a carbonyl-containing saturated monocyclic ring, 4 to 6 ring carbon atoms, R3 is alkyl, phenyl, tolyl or xylyl and R1, R2 and R3 do not contain more than 14 carbon atoms in total. (Machine-translation by Google Translate, not legally binding)