Hydrochloric Acid → 4-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoic acid

HRID 2411140Notes

Reaction equation

HRID 2411140 reaction equation
[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=1.Cl>O1CCCC1.CO.[OH-].[Na+]>[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 43620001Methyl 4-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoate

Product 1

HCID 246888894-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoic acidYield 87.6%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 4-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzoate (1.95 g) described in Preparation Example 17 was dissolved in a solution of tetrahydrofuran (20 mL) and methanol (20 mL), 1N aqueous sodium hydroxide solution was added, and the mixture was stirred at room temperature. The reaction mixture was neutralized with 1N hydrochloric acid, and the solvent was evaporated. To the obtained residue was added water, and the insoluble material was collected by filtration to give the title compound (1.62 g).

Workup

  1. additionwas added
  2. customthe solvent was evaporated
  3. additionTo the obtained residue was added water
  4. filtrationthe insoluble material was collected by filtration

Sources & evidence

ORD record
ord-11b1acc7583545b7bc4bea2df16a3331
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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