http://rdf.ncbi.nlm.nih.gov/pubchem/patent/ES-416110-A1

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D501-36
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K-
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D501-20
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filingDate 1973-06-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1976-02-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber ES-416110-A1
titleOfInvention A PROCEDURE FOR PREPARING CEPHALOSPORINE COMPOUNDS.
abstract A procedure for preparing a compound of the formula **(See formula)** wherein R1 is a saturated or unsaturated aliphatic group of up to 6 carbon atoms with a straight or branched chain, unsubstituted or substituted with one to two groups selected from the group consisting of halogen, hydroxyl, methoxy, azido, amino, carboxyl, cyano, nitro, di-lower-amino-amino (each containing one to four carbon atoms), aryl, saturated or unsaturated cycloalkoxy of up to 6 carbon atoms, and 5- or 6-membered heterocyclic ring containing one to four atoms of N, O or S, said aryl, cycloalcoyl and heterocyclic ring being unsubstituted or substituted with one or two groups selected from the group consisting of halogen, hydroxyl, cyano, nitro, acetamide, sulphamoyl, mercapto, methylthio, lower alcohol, lower alkoxy, and di-lower alcohol-amino (each containing one to four carbon atoms or alkoxy); aryl, saturated or unsaturated cycloalkoxy of up to 6 carbon atoms, or 5- or 6-membered heterocyclic ring containing from one to four N, O or S atoms, said aryl, cycloalkyl or heterocyclic ring being unsubstituted or substituted with one or two groups selected from the group consisting of halogen, hydroxyl, cyano, nitro, acetamido, sulfamoyl, mercapto, methylthio, lower alcohol, lower alkoxy and di-lower alcohol-amino (each containing one to four carbon atoms or alkoxy) ); Z is O or S; R2 is hydrogen or S-Het where Het is a 5- or 6-membered heterocyclic ring containing one or more N, O or S atoms, with or without ring substituents, such as halogen, lower alcohol, lower alkoxy, amino , lower alcohol-amino or dialcoylamino, each alcohol or alkoxy containing 1 to 4 carbon atoms; and M is hydrogen, alkali metal cation, alkaline earth cation, or a non-toxic organic ammonium cation, which comprises forming a ureido bond by reacting, in a non-reactive organic solvent, 7-aminocephalosporanic acid (7-ACA) with the appropriate amine, using one of said reactants as isocyanate (or thioisocyanate) thereof, and then either catalytically hydrogenate the 3-acetoxy group to produce the 3-methyl group, or displace the 3-acetoxy group of 7-ACA with the desired mercatoheterocyclic compound, the displacement reaction being carried out at neutral pH in a non-reactive polar solvent, at a temperature between 40 and 80ÂșC, and, when R1 is substituted by hydroxyl, mercapto, amino or carboxyl, protect the corresponding reactant according to any method known in the art to provide said protection, the compounds in which M is not hydrogen being prepared from the free acid obtained, reacting said acid gone with the proper foundation. (Machine-translation by Google Translate, not legally binding)
priorityDate 1972-06-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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