Ammonium Chloride → 2-Methyl-6-(methylsulfonyl)pyridin-3-amine

HRID 1811598

반응식

HRID 1811598 반응식
[Cl-].[NH4+].[CH3:3][C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][CH:7]=[C:6]([S:13]([CH3:16])(=[O:15])=[O:14])[N:5]=1>C(OCC)(=O)C.[Zn]>[CH3:3][C:4]1[C:9]([NH2:10])=[CH:8][CH:7]=[C:6]([S:13]([CH3:16])(=[O:15])=[O:14])[N:5]=1

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 124082046-Methanesulfonyl-2-methyl-3-nitropyridine

생성물 1

HCID 510505272-Methyl-6-(methylsulfonyl)pyridin-3-amine수율 46.5%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of zinc dust (146 g, 2.01 mol) and aqueous ammonium chloride solution (3 M, 800 ml) was added dropwise a solution of 2-methyl-6-(methylsulfonyl)-3-nitropyridine (87.0 g, 401 mmol) in ethyl acetate (500 mL) via an addition funnel at 0° C. The mixture was stirred at room temperature for 17 h and filtered through Celite™. The filtrate was then extracted with ethyl acetate. The organic phase was separated, dried over MgSO4, filtered, and concentrated. The residue was recrystallized from ethanol to give the title compound (34.7 g, 46%) as a solid. Exact mass calculated for C7H10N2O2S: 186.1. Found: LCMS m/z=187.2 (M+H+).

후처리

  1. filtrationfiltered through Celite™
  2. extractionThe filtrate was then extracted with ethyl acetate
  3. customThe organic phase was separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-d43c28ee7a2045518a3645926f4aecae
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362248B2

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