تفاعل #77959

معادلة التفاعل

tert-butyl nitrite

dimethyl disulfide

2-methyl-6-nitroaniline

dimethyl disulfide

→

2-methyl-6-nitrothioanisole

ظروف التفاعل

المعالجة

1. 1
   ترشيحFor work-up, the solid is filtered off with suction
2. 2
   workup.ADDITIONthe filtrate is diluted with methylene chloride
3. 3
   استخلاصextracted with dilute hydrochloric acid
4. 4
   غسيلThe organic phase is washed with saturated aqueous NaHCO3 solution
5. 5
   تجفيفdried over sodium sulfate
6. 6
   ترشيحfiltered off
7. 7
   تركيزconcentrated
8. 8
   أخرىExcess dimethyl disulfide is removed under oil pump vacuum

الإجراء التجريبي

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%.

المصدر