HCID 86754917, compound → Cefadroxil Monohydrate
Reaction equation
[CH3:1][C:2]1[CH2:22][S:21][C@@H:5]2[C@H:6]([NH:9][C:10]([C@H:12]([NH2:20])[C:13]3[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=3)=[O:11])[C:7](=[O:8])[N:4]2[C:3]=1[C:23]([OH:25])=[O:24].CN(C=[O:30])C>O>[CH3:1][C:2]1[CH2:22][S:21][C@@H:5]2[C@H:6]([NH:9][C:10]([C@H:12]([NH2:20])[C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)=[O:11])[C:7](=[O:8])[N:4]2[C:3]=1[C:23]([OH:25])=[O:24].[OH2:30]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The DMF-solvate of Step C was added in portions and with stirring in about 10 minutes to 175 ml of distilled water at room temperature. After the addition and dissolution of 5 g of the solvate, 1 g of seeding crystals of cefadroxil-monohydrate were added to the mixture. After the complete addition, stirring was continued for one hour and the pyramidal crystals were filtered and washed with water at 0° C. and dried under vacuo at about 30° C. to obtain 35.4 g of crystalline white cefadroxil monohydrate. The structure of the compound was confirmed by IR and PMR spectra and showed a high purity of the product. The mother liquor was evaporated to 50 ml and after addition of 600 ml of DMF, 21.3 g of the same solvate were recovered for an overall yield of 78% of cefadroxil based on the starting 7-ADCA.