Dimethylformamide → 4-Chloro-3-methyl-2-oxo-2,3-dihydro-1,3-thiazole-5-carbaldehyde

Temperatur

110 °C

At 0° C., N,N-dimethylformamide (2 mL, 27 mmol) was added to a solution of 3-methyl-thiazolidine-2,4-dione (33a) (1.77 g, 13.5 mmol) in phosphorus oxychloride (3.77 mL, 40.5 mmol). The reaction mixture was stirred at 110° C. for 3 hours, cooled to room temperature and quenched with a mixture of ice and ethyl acetate. The organic layer was washed with water (30 mL), brine (30 mL), dried over sodium sulfate, filtered, and evaporated under reduced pressure to give the desired aldehyde (33b) as a yellow solid (1.9 g, 10.7 mmol, 79%).

1. temperaturecooled to room temperature
2. customquenched with a mixture of ice and ethyl acetate
3. washThe organic layer was washed with water (30 mL), brine (30 mL)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. customevaporated under reduced pressure

ORD-Eintrag

ord-b6f1dd6fc2ea4f88b95b7a9d7441b29b

Quelldatensatz

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09238026B2