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

HRID 1067465Notes

Reaction equation

HRID 1067465 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.

Workup

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

Sources & evidence

ORD record
ord-e941c7147e0645bba6dfdc8a13c128fc
Source dataset
uspto-grants-2001_06
Patent number
US06248766B1

Reaction notes

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