7-.alpha. substituted imino 7-.beta. substituted thio cephalosporin derivatives
AssigneeE. R. Squibb & Sons, Inc.
InventorsJoseph Edward Dolfini, William A. Slusarchyk, William Henry Koster
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Abstract
An improved, versatile method for producing 7-cephalosporin derivatives having a 7-alkylthio or 7-arylthio group which comprises treating a 7-substituted imino halide, imino ether or iminothio ether of 7-aminocephalosporanic acid, 7-amino-3-desacetoxycephalosporanic acid and the like with a thiolating agent in the presence of a base, to obtain the thio derivative. These products are particularly useful for conversion to 7.alpha.-alkylthio or 7.alpha.-arylthio-7-acylamino intermediates which are converted to lower alkoxy cephalosporin derivatives useful as antibacterial agents.
Claims9
A compound of the formula ##STR92## wherein R.sup.2 is lower alkyl, lower alkoxy-lower alkyl, cyano-lower alkyl, cyanomethylthio-lower alkyl, phenyl-lower alkyl, phenoxy-lower alkyl, thienyl-lower alkyl, phenyl or phenyl substituted with halo, lower alkyl, nitro or carbo-lower alkoxy, R.sup.3 is chloro, bromo, lower alkoxy, lower alkylthio or phenoxy, R.sup.4 is lower alkyl, phenyl, benzyl or phenyl or benzyl substituted with nitro, halo, lower alkyl or carbo-lower alkoxy, R.sup.5 is t-butyl, nitrobenzyl, methoxybenzyl, trichloroethyl, benzhydryl, trimethylsilyl, acetoxymethyl or pivaloyloxymethyl and X is hydrogen or lower alkanoyloxy.
Dependencies are inferred from the claim text.