Potassium Hydroxide → HCID 14369793, compound

HRID 1381896Notes

Reaction equation

HRID 1381896 reaction equation
[OH-].[K+].[CH3:3][C:4]1[N:5]=[C:6]([C:15]([O:17]C)=[O:16])[S:7][C:8]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1>CO.O>[CH3:3][C:4]1[N:5]=[C:6]([C:15]([OH:17])=[O:16])[S:7][C:8]=1[C:9]1[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 14369785HCID 14369785, compound

Product 1

HCID 14369793HCID 14369793, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Potasium hydroxide (1 g) was added to a stirred solution of methyl 4-methyl-5-(4-pyridinyl)-thiazole-2-carboxylate (2 g) in methanol (50 ml) at room temperature and the mixture was stirred at room temperature for 1.5 hours, diluted with water (150 ml), and washed with chloroform. Then the solution was adjusted to pH 3 to 4 by addition of 2N hydrochloric acid aqueous solution. The resulting precipitate was collected by filtration, and air-dried to give 4-methyl-5-(4-pyridinyl)-thiazole-2-carboxylic acid (1.8 g, 96%) as colorless powder.

Workup

  1. washwashed with chloroform
  2. additionThen the solution was adjusted to pH 3 to 4 by addition of 2N hydrochloric acid aqueous solution
  3. filtrationThe resulting precipitate was collected by filtration
  4. customair-dried

Sources & evidence

ORD record
ord-eaac680dac9a471eafea59be25a04fae
Source dataset
uspto-grants-1989_02
Patent number
US04804668

Reaction notes

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