Hydrogen Peroxide → 6-(2-Phenoxyacetamido)-2,2-dimethylpenam-3-carboxylic acid-1-oxide

HRID 436463

Reaction equation

HRID 436463 reaction equation
[O:1]([CH2:8][C:9]([NH:11][CH:12]1[C:23](=[O:24])[N:14]2[CH:15]([C:20]([OH:22])=[O:21])[C:16]([CH3:19])([CH3:18])[S:17][C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:25]O>C(O)(=O)C.[O-][Mo]([O-])(=O)=O.[Na+].[Na+]>[O:1]([CH2:8][C:9]([NH:11][CH:12]1[C:23](=[O:24])[N:14]2[CH:15]([C:20]([OH:22])=[O:21])[C:16]([CH3:19])([CH3:18])[S:17](=[O:25])[C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 123738936-(2-Phenoxyacetamido)-2,2-dimethylpenam-3-carboxylic acid

Product 1

HCID 122939416-(2-Phenoxyacetamido)-2,2-dimethylpenam-3-carboxylic acid-1-oxide

Reagents, catalysts & solvents 2

HCID 61424Sodium MolybdateCatalystHCID 176Acetic AcidSolvent

Procedure

6-(2-phenoxyacetamido)-2,2-dimethylpenam-3-carboxylic acid (1.0 g.) was suspended in glacial acetic acid (3 cc) and sodium molybdate (0.01 g.) was added thereto. To the stirred mixture was added, dropwise, 30% hydrogen peroxide (0.7 cc) while cooling in an ice bath over a period of 5 minutes. One hour later, the precipitate was collected by filtration, washed with water and dried to yield colorless crystals (0.85 g.) of 6-(2-phenoxyacetamido)-2,2-dimethylpenam-3-carboxylic acid-1-oxide, m.p. 166.5° C.

Workup

  1. additionTo the stirred mixture was added
  2. filtrationOne hour later, the precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-ccd6cacec46a403faa37baf28acf0d97
Source dataset
uspto-grants-1977_02
Patent number
US04009159

Linked notes

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