Reference of 69812-51-7, 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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
To a solution of cytisine (2 mmol) in dichloromethane (30 mL), triethylamine (2.4 mmol), and 4-methoxycarbonyl benzenesulfonyl chloride (2.2 mmol) were added and stirred at room temperature until the TLC analysis showed completion of the reaction. Then the reaction solution was washed with water and brine. The organic phase was dried with anhydrous sodium sulfate and concentrated to give a residue, which was purified by flash column chromatography on silica gel with CH2Cl2/CH3OH as the eluent and then acidified with 2 N HCl/Et2O to give the title compounds. Yield: 85%; white solid; mp: 112-114 C. 1H NMR (600 MHz) delta 7.73 (t, J=6.0 Hz, 1H), 7.68-7.62 (m, 2H), 7.59 (d, J=7.2 Hz, 1H), 7.36 (dd, J=8.4, 7.2 Hz, 1H), 6.24 (d, J=8.4 Hz, 1H), 6.18 (d, J=6.0 Hz, 1H), 3.84 (s, 1H), 3.81 (s, 3H), 3.78-3.70 (m, 2H), 3.65-3.64 (m, 1H), 3.19 (s, 1H), 2.92-2.81 (m, 2H), 2.52 (s, 1H), 1.85-1.78 (m, 2H); 13C NMR (151 MHz) delta 168.2, 162.5, 150.1, 139.5, 134.4, 133.5, 133.4, 131.2, 128.9, 128.6, 116.6, 105.2, 53.3, 53.1, 52.1, 49.0, 33.8, 26.8, 24.3. HRMS: calcd for C19H21N2O5S [M+H]+ 389.1166, found: 389.1155.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-chlorosulfonylbenzoate, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Tang, Sheng; Li, Yinghong; Bao, Yunyang; Dai, Zhiting; Niu, Tianyu; Wang, Kun; He, Hongwei; Song, Danqing; Bioorganic Chemistry; vol. 90; (2019);,
Ester – Wikipedia,
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