Ethyl 4-phenyl-1,3-thiazole-2-carboxylate → 4-Phenylthiazole-2-carboxylic acid

HRID 453299Notes

Reaction equation

HRID 453299 reaction equation
C([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1)=[O:5])C>C1COCC1.[OH-].[Na+]>[C:11]1([C:9]2[N:10]=[C:6]([C:4]([OH:5])=[O:3])[S:7][CH:8]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 24730326Ethyl 4-phenyl-1,3-thiazole-2-carboxylate

Product 1

HCID 38785394-Phenylthiazole-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Ethyl-4-phenylthiazole-2-carboxylate (300 mg) was stirred overnight in a mixture of THF (4 mL) and 1N aqueous NaOH (1 mL) for 18 hours. The THF was removed under reduced pressure and the aqueous solution was acidified with 4N HCl, extracted with CH2Cl2, dried over Na2SO4 and concentrate to obtain 4-phenylthiazole-2-carboxylic acid which was used as is in the next step.

Workup

  1. customThe THF was removed under reduced pressure
  2. extractionextracted with CH2Cl2
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-ebe37f5047ed465890e100c15a560b13
Source dataset
uspto-grants-2013_07
Patent number
US08492401B2

Reaction notes

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