9/2/21 News Continuously updated synthesis method about 22047-25-2

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Acetylpyrazine

Hydrobromic acid (33 wt% in AcOH, 3.1 mL, 17.1 mmol, 1.05 equiv) and bromine (0.85 mL, 16.5 mmol, 1.0 equiv) were sequentially, slowly added to a solution of 2-acetylpyrazine (2.0 g, 16.4 mmol, 1.0 equiv) in glacial acetic acid (18 mL) and the reaction was stirred for 4 h at 23 C. The yellow solid was collected, washed with glacial acetic acid (7 mL) and dried to afford crude 2-(2-bromo)acetylpyrazine hydrobromide 88b (3.3 g, 71% crude) as a colorless solid, which was used without further purification. To a solution of 2-(2-bromo)acetylpyrazine hydrobromide 88b prepared above (1.0 g, 3.55 mmol, 1.0 equiv) in 95% EtOH was added thiourea (0.33 g, 4.3 mmol, 1.2 equiv) and DIPEA (1.8 mL, 10.3 mmol, 2.9 equiv) and the brown suspension was heated at reflux for 3 h. After cooling to rt the solvent was evaporated and the residue washed with CH2Cl2. The solid was dried under reduced pressure to afford the title compound (0.60 g, 95%) as a yellow solid: Rf = 0.27 (9:1 CH2Cl2-MeOH); 1H NMR (600 MHz, CD3OD) delta 7.32 (s, 1H), 8.40 (d, J = 2.3 Hz, 1H), 8.51 (s, 1H), 9.01 (d, J = 1.2 Hz, 1H); 13C NMR (150 MHz, CD3OD) delta 109.5, 142.5, 143.0, 144.6, 147.5, 148.6, 170.4; HRMS (APCI+) calcd for C7H7N4S [M+H]+ 179.0386, found 179.0382 (error 2.2 ppm).

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Meissner, Anja; Boshoff, Helena I.; Vasan, Mahalakshmi; Duckworth, Benjamin P.; Barry III, Clifton E.; Aldrich, Courtney C.; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6385 – 6397;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem