Water → Cefadroxil hemihydrate

HRID 1200208Notes

Reaction equation

HRID 1200208 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].CNC=[O:29].C(O)(C)C.O>CO>[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].[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].[OH2:29]

Participants

5

Reactant 3

HCID 962WaterHCID 3776IsopropanolHCID 14996561HCID 14996561, compound

Product 1

HCID 67173987Cefadroxil hemihydrateYield 86.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
10 °C

Procedure

Cefadroxil monomethylformamide solvate (30 g) was slurried in a mixture of methanol (100 ml), isopropyl alcohol (47 ml) and water (13 ml) at 50° C. After 90' at 50° C. the mixture was cooled to 10° C., filtered and washed with acetone to yield 22.9 g of crystalline cefadroxil hemihydrate.

Workup

  1. filtrationfiltered
  2. washwashed with acetone

Sources & evidence

ORD record
ord-f78a4610a5264522a0bfd9305839f41a
Source dataset
uspto-grants-1990_02
Patent number
US04904776

Reaction notes

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