Sodium Hydroxide → 2-(Pyridin-4-yl)-1,3-thiazole-4-carboxylic acid

HRID 278562Notes

Reaction equation

HRID 278562 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:8][CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[N:11]=2)=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:8][CH:9]=[C:10]([C:12]([OH:14])=[O:13])[N:11]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 595483Ethyl 2-(pyridin-4-YL)thiazole-4-carboxylate

Product 1

HCID 7160912-(Pyridin-4-yl)-1,3-thiazole-4-carboxylic acidYield 95.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the obtained ethyl 2-(4-pyridyl)-4-thiazolecarboxylate (1.5 g) in ethanol (10 ml) was added 1 N sodium hydroxide solution (10 ml), and the solution was stirred at room temperature for 2 hours. The reaction solution was concentrated and the residue was dissolved in water, to which was added 1 N hydrochloric acid (10 ml). The precipitate was filtered, washed with water and dried to give the title compound (1.264 g).

Workup

  1. concentrationThe reaction solution was concentrated
  2. dissolutionthe residue was dissolved in water, to which
  3. additionwas added 1 N hydrochloric acid (10 ml)
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-e1ede9ccf4ad448984aee4eacd500246
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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