反应详情

160 g of copper powder and 500 ml of dimethyl disulfide were added to 357 g (3.12 mol) of tert-butyl nitrite. At 50–52° C., a solution of 316 g (2.08 mol) of 2-methyl-6-nitroaniline in 1600 ml of dimethyl disulfide was added dropwise, and the mixture was stirred at 50–55° C. for 4 hours. After cooling, the reaction mixture was filtered off with suction through kieselguhr, and dichloromethane was added to the filtrate. The organic phase was washed with dilute hydrochloric acid and then with water and subsequently dried over magnesium sulfate. Concentration under high vacuum gave 452 g of 2-methyl-6-nitrothioanisole as a red-black oil which was used for the next reaction step without further purification.

1. temperatureAfter cooling
2. filtrationthe reaction mixture was filtered off with suction through kieselguhr, and dichloromethane
3. additionwas added to the filtrate
4. washThe organic phase was washed with dilute hydrochloric acid
5. dry with materialwith water and subsequently dried over magnesium sulfate
6. concentrationConcentration under high vacuum