Process for producing desacetoxy cephalosporanic acid compound

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2602391, C07D50110

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active

039667200

ABSTRACT:
A process for producing a desacetoxy cephalosporanic acid represented by formula (III), ##SPC1##
wherein R.sub.1 is acyl, and R.sub.2 is alkyl, aryl or arylalkyl, which comprises: heating a penicillin sulfoxide of the formula (I), ##SPC2##
wherein R.sub.1 and R.sub.2 are the same as hereinbefore defined at 50.degree. to 160.degree.C in an inert organic solvent in the presence of a sulfonate represented by formula (II), ##EQU1## wherein A is R.sub.5 --N--R.sub.6, R.sub.5 --N--O--R.sub.6, S--R.sub.6, R.sub.5 --S.fwdarw.O, and R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are lower alkyl, phenyl, benzyl or phenethyl, R.sub.7 is 1-12C alkyl, phenyl, 1-12C alkyl-substituted-phenyl, naphthyl, 1-12C alkyl-substituted naphthyl, halogen-substituted phenyl and wherein when A is R.sub.5 --N--R.sub.6 or R.sub.5 --N--O--R.sub.6, R.sub.3, R.sub.4 and R.sub.5 may form a heterocyclic ring together with the nitrogen atom, and when A is S--R.sub.6, R.sub.3 and R.sub.4 may form a heterocyclic 4-5C polymethylene ring or R.sub.6 and R.sub.7 may bond to form a polymethylene link.

REFERENCES:
patent: 3668201 (1972-06-01), Gutowski
patent: 3668202 (1972-06-01), Foster et al.
patent: 3725397 (1973-04-01), Graham et al.
patent: 3725399 (1973-04-01), Ellerton et al.
patent: 3843637 (1974-10-01), Rubinfeld et al.
patent: 3852281 (1974-12-01), Verweij
patent: 3852295 (1974-12-01), Graham et al.

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