Hydrochloric Acid → 5-Methyl-1,3-thiazole-4-carboxylic acid

To a solution of methyl 5-methyl-1,3-thiazole-4-carboxylate (1.17 g, 7.4 mmol) in methanol (15 mL) was added 8N aqueous sodium hydroxide solution (2.00 mL), and the mixture was stirred at room temperature for 18 hr. 6N Hydrochloric acid (2.67 mL) was added to the mixture, and the mixture was concentrated under reduced pressure. Water was added to the residue, and the precipitate was collected by filtration, and washed with water. The precipitate was suspended in a mixed solvent of ethyl acetate (9 mL) and ethanol (1 mL), and the mixture was stirred at 80° C. for 3 min. After allowing to cool to room temperature, the precipitate was collected by filtration, washed with ethyl acetate, and dried under reduced pressure to give the title compound (531 mg, yield 50%) as a pale-yellow solid.

1. concentrationthe mixture was concentrated under reduced pressure
2. additionWater was added to the residue
3. filtrationthe precipitate was collected by filtration
4. washwashed with water
5. stirringthe mixture was stirred at 80° C. for 3 min
6. temperatureto cool to room temperature
7. filtrationthe precipitate was collected by filtration
8. washwashed with ethyl acetate
9. customdried under reduced pressure

ORD record

ord-f5afde2553bb42a29815249c3278b672

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08273741B2