Hydrochloric Acid → HCID 86754917, compound

HRID 610450Notes

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].Cl>>[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].[CH3:3][N:4]([CH3:5])[CH:7]=[O:8]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 47965Cefadroxil

Product 1

HCID 86754917HCID 86754917, compoundYield 83%

Procedure

The resultant crude mixture containing protected cefadroxil is worked up by treatment with a mixture of ice water and concentrated HCl. The phases are separated and Reextraction with water/HCl is carried out. The combined aqueous phases are treated with additional DMF, the solution is filtered and left overnight in a refrigerator. Crystalline cefadroxil dimethylformamide solvate is obtained, filtered off, washed with acetone and dried. Yield: 83%.

Workup

customThe phases are separated
additionThe combined aqueous phases are treated with additional DMF
filtrationthe solution is filtered

Sources & evidence

ORD record: ord-5633b7250586482490bd8c9a3ba0be4e
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05998610

Reaction notes

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