Hydrochloric Acid → 2-(3-Hydroxy-2-pyridyl)-4-thiazolecarboxylic acid

HRID 1638315Notes

Reaction equation

HRID 1638315 reaction equation
[OH:1][C:2]1[C:3]([C:8]2[S:9][CH:10]=[C:11]([C:13]([O:15]CC)=[O:14])[N:12]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[OH-].[K+].Cl>C(O)C.O>[OH:1][C:2]1[C:3]([C:8]2[S:9][CH:10]=[C:11]([C:13]([OH:15])=[O:14])[N:12]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 135967484Ethyl 2-(3-hydroxy-2-pyridyl)-4-thiazolecarboxylate

Product 1

HCID 1362052682-(3-Hydroxy-2-pyridyl)-4-thiazolecarboxylic acidYield 92.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of ethyl 2-(3-hydroxy-2-pyridyl)-4-thiazolecarboxylate (350 mg) dissolved in ethanol (7 ml) at 80° C. was added a solution of potassium hydroxide (436 mg) in water (5.5 ml) and the mixture was allowed to react at the same condition for 30 minutes. Then the reaction mixture was nuetralized with 1N--HCl under ice-cooling. The resulting solids were sucked off and dried to give yellowish crystals of 2-(3-hydroxy-2-pyridyl)-4-thiazolecarboxylic acid (287 mg, 92%), m.p. above 300° C.

Workup

  1. customto react at the same condition for 30 minutes
  2. customdried

Sources & evidence

ORD record
ord-fa714af956674eee80af1b01bc30c5d6
Source dataset
uspto-grants-1989_11
Patent number
US04879295

Reaction notes

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