Process for preparing cephalosporins

Details Process for preparing cephalosporins Process for preparing cephalosporins

1976-03-01

1977-07-19

Rizzo, Nicholas S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424246, C07D50102

Patent

active

040368351

ABSTRACT:
A process for preparing cephalosporins of structure: ##STR1## where R is hydrogen, C.sub.1 to C.sub.4 alkyl, cyano-methyl-, thienyl-methyl, furyl-methyl-, naphthyl-methyl-, phenyl-methyl-, phenoxy-methyl-, phenyl-isopropyl-, phenoxy-isopropyl-, pyridyl-4-thiomethyl-, and tetrazolyl-1-methyl;
R.sup.1 is hydroxyl, C.sub.2 to C.sub.4 alkoxy, trichloroethoxy-, benzyloxy-, p-methoxy-benzyloxy-, p-nitrobenzyloxy-, benzhydryloxy-triphenylmethoxy-, phenacyloxy-, and p-halophenacyloxy;
Z is hydrogen, hydroxyl, --O--alkyl, --O--CO--alkyl, --Br, --I, --N.sub.3, --NH.sub.2, --O--CO--CH.sub.3, --O--CO--NH.sub.2 and an --S--mononuclear nitrogen heterocyclic ring;
Wherein a compound of structure ##STR2## is reacted in a suitable solvent at a temperature between -20.degree. C and +80.degree. C, in the presence of an aqueous organic or inorganic acid with an azoderivative of the formula: ##STR3## where R.sup.2 and R.sup.3 are equal or different and represent lower alkyl, a mononuclear aryl ring, CN--, a mononuclear heterocyclic ring, or the radicals --COR.sup.4, --COOR.sup.4, ##STR4## --CONHR.sup.4, or R.sub.2 and R.sub.3 together may represent the residues: ##STR5## where T represents >CH.sub.2, >N -- R.sup.4, and R.sup.4 is lower alkyl, a mononuclear aryl ring or a mononuclear heterocyclic ring, to give a compound of structure: ##STR6## in which R, R.sup.1, R.sup.2, R.sup.3, and Z have the meanings given above, and said intermediate (II 40 ) is reacted in a suitable solvent at a temperature between -100.degree. C and +120.degree. C with a compound selected from the class consisting of inorganic bases, to finally give the desired compound (III) which is isolated and purified in known manner.

REFERENCES:
patent: 3900468 (1975-08-01), Martel et al.
patent: 3900487 (1975-08-01), Elphinstone
patent: 3905965 (1975-09-01), Martel et al.

Affiliated with

Also associated with

Rating

Process for preparing cephalosporins does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for preparing cephalosporins, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for preparing cephalosporins will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2292554