Downstream synthetic route of 3581-91-7

3581-91-7 4,5-Dimethylthiazole 62510, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3581-91-7,4,5-Dimethylthiazole,as a common compound, the synthetic route is as follows.

Under argon, to a solution of 4,5-dimethylthiazole (600 muL, 5.5 mmol) in anhydrous THF (40 mL) at -78C, n-butyllithium (2.3 M in hexanes, 3.6 mL, 8.28 mmol) was slowly added and the reaction mixture was stirred at -78C for one hour. Then a solution of anhydrous DMF (1.1 mL, 14.2 mmol) in anhydrous THF (10 mL) was added. The resulting mixture was stirred for 2.5 hours, allowing the temperature to raise to -60C. Acetic acid (0.5 mL) and an aqueous solution of ammonium chloride were added, and the temperature let to raise to room temperature. The resulting solution was extracted with diethyl ether and ethyl acetate. The combined organic extracts were dried over sodium sulfate, filtered and evaporated. The crude product was purified by flash chromatography (silica gel, cyclohexane/ethyl acetate, 1/0 to 7/3) to afford 4,5-dimethyl-1,3-thiazole-2-carbaldehyde (724 mg, 93%), as a yellow oil which turns into a white solid after storage at -18C. ESI-MS m/z 160 (M+H2O+H)+., 3581-91-7

3581-91-7 4,5-Dimethylthiazole 62510, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Mutabilis; EP2141164; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica