A common heterocyclic compound, the isothiazole compound, name is 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,cas is 936-16-3, mainly used in chemical industry, its synthesis route is as follows.,936-16-3
To a solution of {5-(4-fluorophenyl)-1-isobutyl-1H-pyrazol-3-yl}methanol (19.4 mg, 0.078 mmol) in methylene chloride (1 mL) were added PPh3 (42.8 mg, 0.163 mmol) and CBr4 (66.3 mg, 0.200 mmol) at 0¡ã C., followed by stirring at the same temperature for 30 minute to give {5-(4-fluorophenyl)-1-isobutyl-1H-pyrazol-3-yl}methyl bromide. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), drops of 1,2-benzisothiazoline-1,1-dioxide (24.3 mg, 0.078 mmol) N,N-dimethylformamide (1.5 mL) were slowly added to the solution. (0338) Then, potassium carbonate (113 mg, 0.816 mmol) were added at the same temperature, and the resulting solution was stirred for a day. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), water was added, after which extraction was carried out with ethyl acetate and brine. The organic layer thus formed was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=2:1) to afford the title compound (19.2 mg, 62percent percent, white solid). (0339) M.P. 110.8-118.2¡ã C.; (0340) 1H NMR (300 MHz, CDCl3) delta 7.61-7.52 (m, 2H), 7.46-7.33 (m, 4H), 7.18-7.12 (m, 2H), 6.41 (s, 1H), 4.56 (s, 2H), 4.41 (s, 2H), 3.91 (d, J=7.5 Hz, 2H), 2.26-2.08 (m, 1H), 0.80 (d, J=6.7 Hz, 6H); (0341) 13C NMR (75 MHz, CDCl3) delta 146.0, 144.5, 136.8, 135.2, 134.0, 133.0, 132.6, 131.0, 130.8, 129.2, 129.1, 124.8, 124.5, 121.4, 115.9, 115.6, 106.3, 56.7, 49.9, 45.7, 41.2, 29.6, 19.8
As the rapid development of chemical substances, we look forward to future research findings about 936-16-3
Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com