These common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C3H4N2S
General procedure: The corresponding 2-bromo-1-(aryl)ethan-1-one derivative (0.02 mol, 1 equiv.) and 2-cyanothioacetamide (0.02 mol, 1 equiv.) were dissolved in dry THF (50 mL) followed by the addition of Et3N (0.022 mol, 1.1 equiv.) (precipitation of a white solid). The reaction mixture was left to react at room temperature overnight. The solid was filtered off and the filtrate was concentrated on a rotary evaporator. The residue was dissolved in EtOAc (200 mL) and washed with water (2 50 mL), saturated aqueous solution of NaHCO3 (2 50 mL), and brine (50 mL), and dried over Na2SO4. The solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography (EtOAc:hexane, 1:8) to give the desired product (71%) as a dark yellow solid. Mp = 50-51 C. 1H NMR (400 MHz, CDCl3): delta (ppm) 4.15 (s, 2H), 7.32-7.37 (m, 1H), 7.39-7.44 (m, 2H), 7.46 (s, 1H), 7.84-7.88 (m, 2H).
The synthetic route of 2-Cyanothioacetamide has been constantly updated, and we look forward to future research findings.
Reference:
Article; Pajk, Stane; ?ivec, Matej; ?ink, Roman; Sosi?, Izidor; Neu, Margarete; Chung, Chun-Wa; Martinez-Hoyos, Maria; Perez-Herran, Esther; Alvarez-Gomez, Daniel; Alvarez-Ruiz, Emilio; Mendoza-Losana, Alfonso; Castro-Pichel, Julia; Barros, David; Ballell-Pages, Lluis; Young, Robert J.; Convery, Maire A.; Encinas, Lourdes; Gobec, Stanislav; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 252 – 257;,
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