2-CHLORO-1,3-THIAZOLE-5-CARBALDEHYDE synthesis
- Product Name:2-CHLORO-1,3-THIAZOLE-5-CARBALDEHYDE
- CAS Number:95453-58-0
- Molecular formula:C4H2ClNOS
- Molecular Weight:147.58
3034-52-4
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95453-58-0
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Yield: 73%
Reaction Conditions:
Stage #1:2-chlorothiazole with n-butyllithium in tetrahydrofuran at -78; for 1 h;
Stage #2:formic acid ethyl ester in tetrahydrofuran at -78; for 1 h;
Steps:
11
To a stirred solution of 2-chlorothiazole E-1 (80 g) in anhydrous THF (1000 ml.) was added n- BuLi (320 ml_, 0.8 mol) drop wise at -78 °C for one hour. Ethyl formate (74 g) was added dropwise to the solution at -78 °C, and stirred for one additional hour. Saturated NH4CI was added to the reaction mixture and stirred for 30 min, then diluted with ethyl acetate. The aqueous phase was extracted with ethyl acetate. The organic phase was washed and dried, then concentrated to give the crude product, which was purified by re-crystallized with hexane/ethyl acetate to give 2-chlorothiazole-5-carbaldehyde E-2 (72 g yield: 73 %,); 1 H NMR (400 MHz, CDCI3): δ ppm 9.96 (s., 1 H), 8.21 (s, 1 H).
References:
BASF SE;DICKHAUT, Joachim;NARINE, Arun;VON DEYN, Wolfgang;KOLLER, Raffael;WACH, Jean-Yves;VYAS, Devendra;ADISECHAN, Ashokkumar;SHINDE, Harish WO2016/55431, 2016, A1 Location in patent:Page/Page column 75
3034-52-4
226 suppliers
$12.00/5g
95453-58-0
138 suppliers
$8.00/250mg