Sulfuric Acid → HCID 131717690, compound

HRID 2380297Notes

Reaction equation

HRID 2380297 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[NH2:6][C:7]1[S:8][CH:9]=[C:10]([C:12](=[N:38][O:39][CH3:40])[C:13]([NH:15][C@@H:16]2[C:36](=[O:37])[N:18]3[C:19]([C:33]([O-:35])=[O:34])=[C:20]([CH2:23][N+:24]4[N:28]5[CH2:29][CH2:30][CH2:31][NH:32][C:27]5=[CH:26][CH:25]=4)[CH2:21][S:22][C@H:17]23)=[O:14])[N:11]=1>C(O)C>[S:1]([OH:5])([O-:4])(=[O:3])=[O:2].[NH2:6][C:7]1[S:8][CH:9]=[C:10]([C:12](=[N:38][O:39][CH3:40])[C:13]([NH:15][C@@H:16]2[C:36](=[O:37])[N:18]3[C:19]([C:33]([OH:35])=[O:34])=[C:20]([CH2:23][N+:24]4[N:28]5[CH2:29][CH2:30][CH2:31][NH:32][C:27]5=[CH:26][CH:25]=4)[CH2:21][S:22][C@H:17]23)=[O:14])[N:11]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 131717692HCID 131717692, compound

Product 1

HCID 131717690HCID 131717690, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 2M sulfuric acid (1.52 ml) and ethanol (1.52 ml) was added 7β-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(4,5,6,7-tetrahydro-1-pyrazolo[1,5-a]pyrimidinio)methyl-3-cephem-4-carboxylate (syn isomer) (0.76 g) at room temperature. The mixture was stirred at ambient temperature for 4 hours, and the resulting precipitate was collected by filtration to give 7β-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(4,5,6,7-tetrahydro-1-pyrazolo[1,5-a]pyrimidinio)methyl-3-cephem-4-carboxylate sulfate (syn isomer) (462 mg) as crystals.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-123ec5798c2f4782915245384826408c
Source dataset
uspto-grants-1994_11
Patent number
US05366970

Reaction notes

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