Water → HCID 58828814, compound

HRID 883633Notes

Reaction equation

HRID 883633 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]([CH3:10])=[N:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=1)=[O:4].[OH-].[K+].O>C(O)C>[CH3:10][C:8]1[S:9][C:5]([C:3]([OH:4])=[O:2])=[C:6]([C:11]2[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[N:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 670181442-Methyl-4-p-tolyl-thiazole-5-carboxylic acid methyl ester

Product 1

HCID 58828814HCID 58828814, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methyl-4-p-tolyl-thiazole-5-carboxylic acid methyl ester (2.67 mmol) and solid KOH (5.35 mmol) were dissolved in ethanol (1.04 mL) and water (0.26 mL) and heated under reflux for 3 hours. After cooling, the solvent was evaporated under reduced pressure and ice water was added to the residue, followed by washing with hexane. The aqueous layer was acidified with 1N aq. HCl and the crystals thus precipitated were collected by filtration, washed with water and then dried to provide 2-methyl-4-p-tolyl-thiazole-5-carboxylic acid. LC-MS: tR=0.83 min; [m+H]+=234.02.

Workup

  1. temperatureunder reflux for 3 hours
  2. temperatureAfter cooling
  3. customthe solvent was evaporated under reduced pressure and ice water
  4. additionwas added to the residue
  5. washby washing with hexane
  6. customthe crystals thus precipitated
  7. filtrationwere collected by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-a066f531451a46efa0956209ac26f940
Source dataset
uspto-grants-2012_08
Patent number
US08236964B2

Reaction notes

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