反应详情

A solution of 0.25 g of bromine in 2 ml of acetic acid is poured dropwise into a solution, kept under argon and at around 17° C., of 0.42 g of potassium thiocyanate in 5 ml of acetic acid and the suspension obtained is stirred for 10 minutes before adding thereto a solution of 0.4 g of 4-ethylsulphinyl-6-trifluoromethyl-1,2,3,4-tetrahydroquinoline in 1 ml of acetic acid. The reaction mixture is stirred for 16 hours at a temperature close to 20° C. and then poured over a cold aqueous solution of aqueous ammonia and ethyl acetate. The organic extract separated is washed with distilled water, then with a saturated aqueous sodium chloride solution, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2 kPa). The product obtained (0.35 g) is dissolved in ethyl acetate and then 0.55 ml of about 1.94 M methanesulphonic acid in isopropanol is added. The precipitate is separated by filtration, washed with ethyl acetate and dried under reduced pressure at a temperature of 50° C. 0.3 g of 2-imino-6-ethylsulphinyl -8-trifluoromethyl-5,6-dihydro-2H,4H-thiazolo[5,4,3-ij]quinoline methanesulphonate is thus obtained in the form of a cream-coloured solid melting at 220° C. with decomposition [Analysis C14H17F3N2O4S3, % calculated C: 39.06, H: 3.98, F: 13.24, N: 6.51, O: 14.87, S: 22.34, % found C: 38.37, H: 4.21, F: 12.27, N: 6.48, S: 22.22].

1. customthe suspension obtained
2. additionbefore adding
3. stirringThe reaction mixture is stirred for 16 hours at a temperature
4. customclose to 20° C.
5. extractionThe organic extract
6. customseparated
7. washis washed with distilled water
8. dry with materialwith a saturated aqueous sodium chloride solution, dried over magnesium sulphate
9. filtrationfiltered
10. concentrationconcentrated to dryness under reduced pressure (2 kPa)
11. customThe product obtained (0.35 g)
12. customThe precipitate is separated by filtration
13. washwashed with ethyl acetate
14. customdried under reduced pressure at a temperature of 50° C