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

HRID 278560Notes

Reaction equation

HRID 278560 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]([C:12]([O:14]CC)=[O:13])[S:10][CH:11]=2)=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]([C:12]([OH:14])=[O:13])[S:10][CH:11]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22628165HCID 22628165, compound

Product 1

HCID 226281924-(Pyridin-4-yl)-1,3-thiazole-2-carboxylic acidYield 83.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the obtained ethyl 4-(4-pyridyl)-2-thiazolecarboxylate (1.5 g) in ethanol (10 ml) solution 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 (1.105 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-1c1939191b4a42e48702b0cb43e124b6
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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