Acetic Acid → 2-Methylsulfonyl-5-(1H-tetrazol-1-yl)benzoic Acid

HRID 2230585Notes

Reaction equation

HRID 2230585 reaction equation
[CH3:1][S:2][C:3]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[N:15][N:14]=[N:13]2)=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].OO.C(O)(=[O:21])C.[OH2:23]>>[CH3:1][S:2]([C:3]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[N:15][N:14]=[N:13]2)=[CH:8][C:4]=1[C:5]([OH:7])=[O:6])(=[O:21])=[O:23]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 184645182-Methylthio-5-(1H-tetrazol-1-yl)benzoic Acid

Product 1

HCID 184648652-Methylsulfonyl-5-(1H-tetrazol-1-yl)benzoic Acid

Conditions

Temperature
100 °C

Procedure

Combine 2-methylthio-5-(1H-tetrazol-1-yl)benzoic acid (0.68 g, 0.29 mmol), 30% hydrogen peroxide (3 ml.) and glacial acetic acid (20 mL). After 2 hours, heat to 100° C. After 2 hours, cool to ambient temperature and add water (250 mL) to give a solid. Collect the solid by filtration and dry to give the title compound: Rf=0.21 (silica gel, 10% methanol/85% dichloromethane/5% acetic acid).

Workup

  1. waitAfter 2 hours
  2. temperaturecool to ambient temperature
  3. customto give a solid
  4. customCollect the solid
  5. filtrationby filtration
  6. customdry

Sources & evidence

ORD record
ord-543b40388a6e402e8d711646918accaa
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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