反应详情

温度

5 °C

To 10.2 g. of α-methylthio-4-trifluoromethyl-o-toluidine predissolved in 50 ml. of methylene chloride and cooled to -38° C. is added dropwise, over 40 minutes, a solution of 6.2 g. of N-chlorosuccinimide predissolved in 250 ml. of methylene chloride, while the temperature is maintained between -28° and -38° C. After an additional 8 minutes, 13.3 ml. of a 15% aqueous sodium hydroxide solution is added, the cold bath is removed and the reaction mixture allowed to warm to 5° C. To the reaction mixture is added 100 ml. of water, the mixture is shaken, and the phases are separated. The methylene chloride layer is cooled to -20° C. and treated with a solution of 9.7 g. of m-chloroperoxybenzoic acid predissolved in 150 ml. of methylene chloride, added dropwise over 10 minutes. The cold bath is removed and the reaction mixture stirred for 20 minutes, after which time, it is washed successively with an aqueous solution of sodium sulfite and sodium bicarbonate and a saturated aqueous solution of sodium bicarbonate. The phases are separated and the methylene chloride layer is dried, evaporated in vacuo to dryness, and the residue recrystallized from chloroform/petroleum ether to yield 2-methyl-5-trifluoromethyl-2H,3H-2,1-benzisothiazole-S-oxide, m.p. 151°-154° C.

1. additionis added dropwise, over 40 minutes
2. customthe cold bath is removed
3. additionTo the reaction mixture is added 100 ml
4. customthe phases are separated
5. temperatureThe methylene chloride layer is cooled to -20° C.
6. additiontreated with a solution of 9.7 g
7. additionof methylene chloride, added dropwise over 10 minutes
8. customThe cold bath is removed
9. stirringthe reaction mixture stirred for 20 minutes
10. washafter which time, it is washed successively with an aqueous solution of sodium sulfite and sodium bicarbonate
11. customThe phases are separated
12. dry with materialthe methylene chloride layer is dried
13. customevaporated in vacuo to dryness
14. customthe residue recrystallized from chloroform/petroleum ether