Sodium Hydroxide → Sodium[(2-diphenylmethylthio-4,5-dihydronaphto[1,2-d]thiazol-6-yl)oxy]acetate

HRID 2228717Notes

Reaction equation

HRID 2228717 reaction equation
[C:1]1([CH:7]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[S:8][C:9]2[S:10][C:11]3[CH2:21][CH2:20][C:19]4[C:14](=[CH:15][CH:16]=[CH:17][C:18]=4[O:22][CH2:23][C:24]([OH:26])=[O:25])[C:12]=3[N:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+:34]>C(O)C>[C:27]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[S:8][C:9]2[S:10][C:11]3[CH2:21][CH2:20][C:19]4[C:14](=[CH:15][CH:16]=[CH:17][C:18]=4[O:22][CH2:23][C:24]([O-:26])=[O:25])[C:12]=3[N:13]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1.[Na+:34]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9912063[(2-Diphenylmethylthio-4,5-dihydronaphtho[1,2-d]thiazol-6-yl)oxy]acetic acid

Product 1

HCID 86584200Sodium[(2-diphenylmethylthio-4,5-dihydronaphto[1,2-d]thiazol-6-yl)oxy]acetateYield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of [(2-diphenylmethylthio-4,5-dihydronaphto[1,2-d]thiazol-6-yl)oxy]acetic acid (1.00 g, 1.09 mmol) in ethanol (50 mL) was added 1N-aqueous sodium hydroxide solution (2.2 mL) dropwise and the mixture was stirred at room temperature for 20 minutes. The solvent was then distilled off under reduced pressure. The residue was recrystallized from ethanol/water to provide 0.48 g of the title compound. Yield 46%.

Workup

  1. distillationThe solvent was then distilled off under reduced pressure
  2. customThe residue was recrystallized from ethanol/water

Sources & evidence

ORD record
ord-35d318fb0f8f4e02a27af60e692d0888
Source dataset
uspto-grants-2002_07
Patent number
US06417213B2

Reaction notes

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