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

HRID 554694노트

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HRID 554694 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 50-55° C. The mixture is then stirred at 50° C. for 4 hours. For work-up, the solid is filtered off with suction and the solution 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 using a rotary evaporator. Excess dimethyl disulfide is removed under oil pump vacuum.

후처리

  1. filtrationFor work-up, the solid is filtered off with suction
  2. additionthe solution 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. customa rotary evaporator
  9. customExcess dimethyl disulfide is removed under oil pump vacuum

출처 및 근거

ORD 기록
ord-8448e88837eb4faba77b8b8cc198f2ba
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08049017B2

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