Isopropanol → Cefadroxil hemihydrate

HRID 1200209Notes

Reaction equation

HRID 1200209 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].CN1CCCC1=[O:32].C(O)(C)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].[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].[OH2:32]

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 14996562HCID 14996562, compound

Product 1

HCID 67173987Cefadroxil hemihydrateYield 79.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

Cefadroxil 1-methyl-2-pyrrolidone solvate (30 g) was slurried in a mixture of metahnol (80 ml), isopropyl alcohol (60 ml) and water (10 ml) at 50° C. for 90'. After cooling to 10° C. the mixture was filtered, the product washed with acetone and dried at 40° C. to yield 19.1 g of crystalline cefadroxil hemihydrate.

Workup

  1. filtrationwas filtered
  2. washthe product washed with acetone
  3. customdried at 40° C.

Sources & evidence

ORD record
ord-eaee88990ac146fba59c9200f7a91557
Source dataset
uspto-grants-1990_02
Patent number
US04904776

Reaction notes

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