Tert-Butyl nitrite → 2-Methyl-3,4-dimethylthiobromobenzene

HRID 992823노트

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HRID 992823 반응식
N(OC(C)(C)C)=O.[Br:8][C:9]1[CH:15]=[CH:14][C:12](N)=[C:11]([S:16][CH3:17])[C:10]=1[CH3:18].[CH3:19][S:20]SC>[Cu]>[CH3:18][C:10]1[C:11]([S:16][CH3:17])=[C:12]([S:20][CH3:19])[CH:14]=[CH:15][C:9]=1[Br:8]

참가 물질

5

반응물 3

HCID 10906Tert-Butyl nitriteHCID 12232Dimethyl Disulfide2회HCID 18757264HCID 18757264, 화합물

생성물 1

HCID 187572682-Methyl-3,4-dimethylthiobromobenzene

시약·촉매·용매 1

HCID 23978Copper촉매

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온도
50 °C

실험 절차

14.8 g (129 mmol) of tert-butyl nitrite and 20 g of copper powder are initially charged in 50 ml of dimethyl disulfide, and a solution of 20 g (86 mol) of 4-bromo-3-methyl-2-methylthioaniline in 100 ml of dimethyl disulfide is added dropwise at from 50 to 55° C. The mixture is subsequently stirred at 50° C. for 4 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.

후처리

  1. filtrationFor work-up, the solid is filtered off with suction
  2. additionthe filtrate is diluted with methylene chloride
  3. extractionextracted with dilute hydrochloric acid
  4. washThe organic phase is washed with saturated aqueous NaHCO3 solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered off
  7. concentrationconcentrated
  8. customExcess dimethyl disulfide is removed under oil pump vacuum

출처 및 근거

ORD 기록
ord-57500576408f4443a5829d4942d0396d
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06469176B1

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