1-(2-methylthiazol-5-yl)ethanone synthesis
- Product Name:1-(2-methylthiazol-5-yl)ethanone
- CAS Number:43040-02-4
- Molecular formula:C6H7NOS
- Molecular Weight:141.19
Yield:43040-02-4 84.1%
Reaction Conditions:
in tetrahydrofuran at 0 - 20; for 3 h;
Steps:
B Step B: 1-(2-Methylthiazol-5-yl)ethan-1-one
To a solution of N-methoxy-N,2- dimethylthiazole-4-carboxamide (38.0 g, 204 mmol) in THF (400 mL) was added MeMgBr (102 mL, 3M in THF) at 0 °C. The brown suspension was stirred at 0-20 °C for 3 h. The reaction mixture was poured into ice-cold saturated aqueous NH4Cl (500 mL), and then extracted with ethyl acetate (800 mL). The layers were washed with brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by FCC (25-45% gradient, ethyl acetate/petroleum ether) to afford 1-(2-methylthiazol-5-yl)ethan-1-one (25.8 g, 84.1% yield) as ayellow solid. MS (ESI): mass calcd. for C6H7NOS, 141.02; m/z found, 141.8 [M+H]+.
References:
WO2020/239999,2020,A1 Location in patent:Page/Page column 220
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