Sodium methanesulfinate → 6-Methanesulfonyl-2-methyl-3-nitropyridine

HRID 1811597

반응식

HRID 1811597 반응식
Br[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[CH3:12][S:13]([O-:15])=[O:14].[Na+]>CS(C)=O>[CH3:8][C:6]1[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=[C:2]([S:13]([CH3:12])(=[O:15])=[O:14])[N:7]=1

참가 물질

4

반응물 2

HCID 2733271Sodium methanesulfinateHCID 247280146-Bromo-2-methyl-3-nitropyridine

생성물 1

HCID 124082046-Methanesulfonyl-2-methyl-3-nitropyridine수율 87.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of 6-bromo-2-methyl-3-nitropyridine (100 g, 461 mmol) and sodium methanesulfinate (47.0 g, 461 mmol) in DMSO (300 mL) was stirred at room temperature for 1.5 h. The reaction mixture was poured into ice-water (1 L) and stirred until all the ice had melted. The ice-cold solution was filtered, and a dark purple solid was collected. The solid collected was dissolved in ethyl acetate (1 L). The solution was treated with activated charcoal, filtered through Celite™. The Celite™ cake was washed with ethyl acetate, and the filtrate was collected. The solvent was evaporated from the filtrate under reduced pressure to give the title compound (87.0 g, 87%) as a yellow solid. Exact mass calculated for C7H8N2O4S: 216.0. Found: LCMS m/z=217.2 (M+H+).

후처리

  1. filtrationThe ice-cold solution was filtered
  2. customa dark purple solid was collected
  3. customThe solid collected
  4. dissolutionwas dissolved in ethyl acetate (1 L)
  5. additionThe solution was treated with activated charcoal
  6. filtrationfiltered through Celite™
  7. washThe Celite™ cake was washed with ethyl acetate
  8. customthe filtrate was collected
  9. customThe solvent was evaporated from the filtrate under reduced pressure

출처 및 근거

ORD 기록
ord-c9938c499d414a4e87cdad6147028658
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362248B2

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