Hydrochloric Acid → 3-[(1-Methyl-1H-tetrazol-5-yl)sulfanyl]propanoic acid

HRID 2290237Notes

Reaction equation

HRID 2290237 reaction equation
C([O:3][C:4](=[O:14])[CH2:5][CH2:6][S:7][C:8]1[N:12]([CH3:13])[N:11]=[N:10][N:9]=1)C.Cl.O>C(O)(=O)C>[CH3:13][N:12]1[C:8]([S:7][CH2:6][CH2:5][C:4]([OH:14])=[O:3])=[N:9][N:10]=[N:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 15098941Ethyl 3-[(1-methyl-1H-tetrazol-5-yl)sulfanyl]propanoate

Product 1

HCID 47728753-[(1-Methyl-1H-tetrazol-5-yl)sulfanyl]propanoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5.43 g of 3-(1-methyltetrazol-5-ylthio)-propionic acid ethyl ester are dissolved in 20 ml of acetic acid, 4 ml of conc. HCl and 8 ml of water and the whole is stirred for 3.5 hours at 100°. After concentration of the reaction mixture by evaporation, the residue is partitioned between ethyl acetate and aqueous sodium bicarbonate solution. The aqueous phase is separated off, acidified with 4N HCl and extracted twice with ethyl acetate. After drying and concentration by evaporation the title compound is obtained.

Workup

  1. customAfter concentration of the reaction mixture by evaporation
  2. customthe residue is partitioned between ethyl acetate and aqueous sodium bicarbonate solution
  3. customThe aqueous phase is separated off
  4. extractionextracted twice with ethyl acetate
  5. customAfter drying
  6. concentrationconcentration
  7. customby evaporation the title compound
  8. customis obtained

Sources & evidence

ORD record
ord-0f2625481ec04d85a6e0f636a07339d5
Source dataset
uspto-grants-1986_10
Patent number
US04616007

Reaction notes

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