Cefadroxil monohydrate → Cefadroxil

HRID 1967181Notes

Reaction equation

HRID 1967181 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: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].O>C(O)=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]

Participants

3

Reactant 1

HCID 47964Cefadroxil monohydrate2×

Product 1

HCID 47965Cefadroxil

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

8.4 ml of formic acid (85% v/v) were added to the cefadroxil monohydrate solution obtained in step (a) in such a way that the pH decreased to 6.0 in 30 minutes. The obtained cefadroxil monohydrate suspension was stirred for 30 min. The suspension was filtered and the cake was washed with 50 ml of water followed by 34 ml acetone. After drying, 72.8 g of cefadroxil was obtained (84.7% (w/w) yield). The CIE b value of the cefadroxil monohydrate crystals was 4.52.

Workup

  1. filtrationThe suspension was filtered
  2. washthe cake was washed with 50 ml of water
  3. customAfter drying

Sources & evidence

ORD record
ord-92ee026d5a39485c9c16070ec6199786
Source dataset
uspto-grants-2013_04
Patent number
US08420806B2

Reaction notes

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