With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.
A solution of (2,6-di-tert-butyl-4H-pyran-4yl)tributylphosphonium perchlorate 1b (607 mg, 1.23 mmol) in anhydrous THF (10 mL) was prepared, purged with argon and cooled to -78 C. To this solution, n-BuLi (1.6 M in hexanes) (0.77 mL, 1.59 mmol) was added dropwise and the resulting mixture was stirred for 15 min. Then thiazole-5-carbaldehyde 4 (86 mg, 0.94 mmol) in anhydrous THF (7 mL) was added dropwise and the mixture was progressively heated to reach 0 C during 4 h. Saturated NH4Cl solution was added to quench the reaction and the solvent was evaporated under reduce pressure. The organic layer was extracted with dichloromethane, washed with water and dried over anhydrous MgSO4. After removal of the solvent, the product was purified by alumina column chromatography (30% ethyl acetate in hexanes). Yield: orange solid (219 mg, 0.75 mmol; 88%). Mp 60-61 C. IR (KBr): cm-1 1577 (C=C). 1H NMR (300 MHz, CD2Cl2): delta (ppm) 8.52 (s, 1H), 7.63 (s, 1H), 6.23 (d, J = 2.0 Hz, 1H), 5.81 (s, 1H), 5.69 (d, J = 2.0 Hz, 1H), 1.24 (s, 9H), 1.20 (s, 9H). 13C NMR (75 MHz, CD2Cl2): delta (ppm) 165.7, 163.2, 148.8, 140.2, 137.2, 131.9, 104.6, 99.9, 98.9, 36.2, 35.7, 28.2, 28.1. HRMS (ESI+): m/z calcd for [C17H24NOS]+: 290.1573, found: 290.1577., 1003-32-3
The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Perez Tejada, Raquel; Pelleja, Laia; Palomares, Emilio; Franco, Santiago; Orduna, Jesus; Garin, Javier; Andreu, Raquel; Organic electronics; vol. 15; 11; (2014); p. 3237 – 3250;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica