In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14452-30-3 as follows. Computed Properties of C8H7IO
General procedure: The suspension of benzothiazole (1, 250 mumol), aryl halide (2 or 3, 375 mumol), LiOt-Bu (30.0 mg, 375mumol), and 5% Cu/CR (31.8 mg, 25.0 mumol; 5% Cu/CR11 for 2, 5% Cu/CR20 for 3) in 50% i-PrOH (1mL) was stirred at 90 C under argon atmosphere. After 24 h, the mixture was cooled to roomtemperature and filtered through a celite pad. The catalyst on the celite pad was washed with EtOAc (20mL). The combined filtrates were washed with H2O (20 mL) and the aqueous layer was further extractedwith EtOAc (20 mL). The combined organic layers were washed with H2O (20 mL × 3), dried overNa2SO4 and concentrated under decreased pressure. The residue was purified by silica-gel columnchromatography using toluene/EtOAc as an eluent to give a spectrally pure S-aryl-2-thioaniline (4).2-(3′-Acetylphenylthio)aniline (4ab): Obtained in 74% yield (44.9 mg, 184 mumol) from 1a (27.3 muL,250 mumol) and 3′-iodoacetophenone (2b, 92.3 mg, 375 mumol). Slightly brown oil. 1H NMR (500 MHz) delta7.67 (1H, dd, J = 8.0, 1.5 Hz), 7.45 (1H, dd, J = 7.5, 1.5 Hz), 7.29 (1H, dd, J = 8.0, 1.5 Hz), 7.26 (1H, ddd,J = 7.5, 7.5, 1.5 Hz), 7.20 (1H, dd, J = 8.0, 1.5 Hz), 6.80 (1H, dd, J = 7.5, 1.5 Hz), 6.77 (1H, ddd, J = 7.5,7.5, 1.5 Hz), 4.32 (2H, brs), 2.52 (3H, s); 13C NMR (125 MHz) delta 197.6, 148.9, 148.1, 137.7, 137.5, 131.6,130.5, 129.2, 126.1, 125.2, 118.9, 115.4, 113.3, 26.6; HRMS (LCMS-IT-TOF) calcd. for C14H14NOS[(M+H)+] 244.0791, found: 244.0804.
According to the analysis of related databases, 14452-30-3, the application of this compound in the production field has become more and more popular.
Reference:
Article; Ichikawa, Tomohiro; Matsuo, Tomohiro; Tachikawa, Takumu; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao; Heterocycles; vol. 97; 2; (2018); p. 793 – 805;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com