Hydrochloric Acid → 7beta-Amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate trihydrochloride

HRID 1710282Notes

Reaction equation

HRID 1710282 reaction equation
[ClH:1].[NH2:2][C@@H:3]1[C:27](=[O:28])[N:5]2[C:6]([C:24]([O-:26])=[O:25])=[C:7]([CH2:10][N+:11]3[N:12]([CH2:19][CH2:20][O:21]C=O)[C:13]([NH:16]C=O)=[CH:14][CH:15]=3)[CH2:8][S:9][C@H:4]12.C(OCC)(=O)C>CO>[ClH:1].[ClH:1].[ClH:1].[NH2:2][C@@H:3]1[C:27](=[O:28])[N:5]2[C:6]([C:24]([O-:26])=[O:25])=[C:7]([CH2:10][N+:11]3[N:12]([CH2:19][CH2:20][OH:21])[C:13]([NH2:16])=[CH:14][CH:15]=3)[CH2:8][S:9][C@H:4]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 149965697beta-Amino-3-[3-formamido-2-(2-formyloxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate

Product 1

HCID 1317165287beta-Amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate trihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (5.67 ml) was added to a mixture of bis(trifluoroacetic acid salts) of 7β-amino-3-[3-formamido-2-(2-formyloxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate (10 g) in methanol (50 ml) at ambient temperature. After being stirred at the same temperature for 3 hours, the mixture was added dropwise to ethyl acetate (500 ml). The resultant precipitate was collected by filtration to give 7β-amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4carboxylate trihydrochloride (6.1 g).

Workup

  1. filtrationThe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-ee19029f7e7f48cfa6557ec3bd0c6a61
Source dataset
uspto-grants-1990_08
Patent number
US04952578

Reaction notes

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