반응 #77959

반응 방정식

tert-butyl nitrite

dimethyl disulfide

2-methyl-6-nitroaniline

dimethyl disulfide

→

2-methyl-6-nitrothioanisole

반응 조건

후처리

1. 1
   여과For work-up, the solid is filtered off with suction
2. 2
   workup.ADDITIONthe filtrate is diluted with methylene chloride
3. 3
   추출extracted with dilute hydrochloric acid
4. 4
   세척The organic phase is washed with saturated aqueous NaHCO3 solution
5. 5
   건조dried over sodium sulfate
6. 6
   여과filtered off
7. 7
   농축concentrated
8. 8
   기타Excess dimethyl disulfide is removed under oil pump vacuum

실험 절차

226 g (1.97 mol) of tert-butyl nitrite and 100 g of copper powder are initially charged in 300 ml of dimethyl disulfide, and a solution of 200 g (1.32 mol) of 2-methyl-6-nitroaniline in 700 ml of dimethyl disulfide is added dropwise at from 50 to 55° C. The mixture is subsequently stirred at 75° C. for 8 hours. For work-up, the solid is filtered off with suction and the filtrate is diluted with methylene chloride and extracted with dilute hydrochloric acid. The organic phase is washed with saturated aqueous NaHCO3 solution, dried over sodium sulfate, filtered off and concentrated. Excess dimethyl disulfide is removed under oil pump vacuum. This gives 271 g (99%) of a dark-red oil, purity according to HPLC 87%.

출처