Hydrochloric Acid → 2-Ethyl-5-methyl-4-thiazolecarboxylic acid

HRID 1816618Notes

Reaction equation

HRID 1816618 reaction equation
[CH2:1]([C:3]1[S:4][C:5]([CH3:13])=[C:6]([C:8]([O:10]CC)=[O:9])[N:7]=1)[CH3:2].[OH-].[Na+].Cl>C(O)C>[CH2:1]([C:3]1[S:4][C:5]([CH3:13])=[C:6]([C:8]([OH:10])=[O:9])[N:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22494336HCID 22494336, compound

Product 1

HCID 138353152-Ethyl-5-methyl-4-thiazolecarboxylic acidYield 11.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8 g of ethyl 2-ethyl-5-methyl-1,3-thiazole-4-carboxylate was dissolved in 10 ml ethanol. 2 ml of 5N sodium hydroxide was added, followed by heating under reflux for 1 hour. The reaction solution was ice-cooled and neutralized with 2N hydrochloric acid, followed by extracting with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evapoarated, to give 0.8 g of 2-ethyl-5-methyl-1,3-thiazole-4-carboxylic acid.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. extractionby extracting with ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-931362bee4b64f798abf54c15c03da52
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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