Sodium Hydroxide → HCID 68938209, compound

HRID 1260960Notes

Reaction equation

HRID 1260960 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[S:6][C:7]=1[C:8]([O:10]CC)=[O:9].[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[N:4]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[S:6][C:7]=1[C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 2744244HCID 2744244, compound

Product 1

HCID 68938209HCID 68938209, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution (10 mL) of ethyl 4-methoxy-2-phenyl-1,3-thiazole-5-carboxylate (1.37 g) synthesized by a known method (WO2007/089031) in methanol was added 2N aqueous sodium hydroxide solution (3 mL) at room temperature, and the mixture was stirred at 50° C. for 4 hr. The reaction was quenched with 6N hydrochloric acid (1 mL), and the obtained crystals were collected by filtration. The obtained crystals were recrystallized from methanol and diisopropyl ether to give 4-methoxy-2-phenyl-1,3-thiazole-5-carboxylic acid (1.25 g, 100%) as white crystals.

Workup

  1. customThe reaction was quenched with 6N hydrochloric acid (1 mL)
  2. filtrationthe obtained crystals were collected by filtration
  3. customThe obtained crystals were recrystallized from methanol and diisopropyl ether

Sources & evidence

ORD record
ord-5af2020084ef4450927e18a0870dfe48
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

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