Application of 1005-56-7,Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.
To a solution of alcohol 12 (150 mg, 0.288 mmol), pyridine (93 muL, 1.15 mmol) and DMAP (3.5 mg, 29 mumol) in dry CH2Cl2 (28 mL) was added phenyl chlorothionoformate (80 muL, 0.576 mmol) at room temperature. After being stirred at 40 C for 2.5 h, the reaction mixture was poured into H2O (60 mL). The mixture was extracted with AcOEt (50 mL x3). The combined organic layer was washed with brine (100 mL), and dried over anhydrous Na2SO4. The solution was concentrated to dryness in vacuo. The residue was purified by flash column chromatography (silica gel 4 g, AcOEt/hexane 1:9?1:4) to give phenyl thiocarbonate S1 (178 mg, 94%) as a white solid.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route O-Phenyl carbonochloridothioate, its application will become more common.
Reference:
Article; Adachi, Masaatsu; Sakakibara, Ryo; Satake, Yoshiki; Isobe, Minoru; Nishikawa, Toshio; Chemistry Letters; vol. 43; 11; (2014); p. 1719 – 1721;,
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