反応 #77959

反応方程式

tert-butyl nitrite

dimethyl disulfide

2-methyl-6-nitroaniline

dimethyl disulfide

→

2-methyl-6-nitrothioanisole

反応条件

後処理

1. 1
   ろ過For work-up, the solid is filtered off with suction
2. 2
   workup.ADDITIONthe filtrate is diluted with methylene chloride
3. 3
   抽出extracted with dilute hydrochloric acid
4. 4
   洗浄The organic phase is washed with saturated aqueous NaHCO3 solution
5. 5
   乾燥dried over sodium sulfate
6. 6
   ろ過filtered off
7. 7
   濃縮concentrated
8. 8
   その他Excess dimethyl disulfide is removed under oil pump vacuum

実験手順

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%.

出典