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

HRID 2230583Notes

Reaction equation

HRID 2230583 reaction equation
[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Na+].Cl>CO>[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18464446methyl 2-methylthio-5-(1H-tetrazol-1-yl)benzoate

Product 1

HCID 184645182-Methylthio-5-(1H-tetrazol-1-yl)benzoic Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine methyl 2-methylthio-5-(1H-tetrazol-1-yl)benzoate (0.5 g, 2.0 mmol) and a 1 M aqueous solution of sodium hydroxide (20 mL, 20 mmol) in methanol (20 mL). After 2 hours, adjust the pH to about 2 using a 1 M aqueous hydrochloric acid solution and extract with ethyl acetate. Dry the organic layer over MgSO4, filter, and concentrate in vacuo to give the title compound: Rf=0.70 (silica gel, 10% methanol/85% chloroform/5% acetic acid).

Workup

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

Sources & evidence

ORD record
ord-c228f2835a72430ea82d902460492a49
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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