Hydrochloric Acid → 2-Methylsulfinyl-5-(1H-tetrazol-1-yl)benzoic Acid

HRID 323387Notes

Reaction equation

HRID 323387 reaction equation
[CH3:1][S:2]([C:4]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[N:17][N:16]=[N:15]2)=[CH:10][C:5]=1[C:6]([O:8]C)=[O:7])=[O:3].[OH-].[Na+].Cl>CO.O1CCCC1>[CH3:1][S:2]([C:4]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[N:17][N:16]=[N:15]2)=[CH:10][C:5]=1[C:6]([OH:8])=[O:7])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18464776methyl 2-methylsulfinyl-5-(1H-tetrazol-1-yl)benzoate

Product 1

HCID 184645052-Methylsulfinyl-5-(1H-tetrazol-1-yl)benzoic Acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Combine methyl 2-methylsulfinyl-5-(1H-tetrazol-1-yl)benzoate (0.46 g, 1.73 mmol) and a 1 M aqueous solution of sodium hydroxide (30 mL, 30 mmol) in methanol (10 mL) and tetrahydrofuran (10 mL). After 1 hour, adjust the pH to about 2 using a 1 M aqueous hydrochloric acid solution and extract with ethyl acetate and then dichloromethane. Dry the combined organic layers over MgSO4, filter, and concentrate in vacuo to give the title compound: Rf=0.15 (silica gel, 10% methanol/85% dichloromethane/5% acetic acid).

Workup

  1. extractionextract with ethyl acetate
  2. dry with materialDry the combined organic layers over MgSO4
  3. filtrationfilter
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-878d29c391b8409097455128e9b5a741
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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