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13623-12-6

2-(1,1-Dimethylethyl)thiazole synthesis

3synthesis methods
-

Yield:13623-12-6 30 g

Reaction Conditions:

with toluene-4-sulfonic acid;acetic acid at 120;Cooling with ethanol-dry ice;

Steps:

2-(fe/7-Butyl)thiazole

2-Bromo-l,l-dimethoxy ethane (45.06 g, 266.6 mmol) was added to a solution of 2,2-dimethylpropanethioamide (25.0 g, 213 mmol), TsOH (4.59 g, 26.6 mmol), and AcOH (50 mL) at rt. The mixture was degassed with 3 vacuum/N2 cycles, stirred at 120 °C overnight, cooled to rt, poured into water (100 mL), and then extracted with ethyl acetate (50 mL x 3). The organic layers were combined, washed with brine (100 mL), dried over Na2S0 , filtered, and concentrated to give 2-(/er/-butyl)thiazole (30 g) as a yellow oil. 1H NMR (400 MHz, CDCI3): d 7.71 (d, 1H), 7.19 (d, 1H), 1.48 (s, 9H). LCMS: 142.0 [M+H]+.

References:

WO2020/61118,2020,A1 Location in patent:Paragraph 00446