Dimethylamine → N,N-dimethyl-5-nitropyridin-2-amine

HRID 450177

반응식

HRID 450177 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH3:11][NH:12][CH3:13]>CO>[CH3:11][N:12]([CH3:13])[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 783082-Chloro-5-nitropyridine

생성물 1

HCID 75707N,N-dimethyl-5-nitropyridin-2-amine수율 94%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 0.314 g (1.99 mmol) of 2-chloro-5-nitropyridine in MeOH (1 mL) was added 5 mL of dimethylamine (2M solution in MeOH) at 0° C. and the mixture was warmed to room temperature. The reaction mixture was concentrated and extracted with EtOAc. The organic layer was washed successively with sat. NaHCO3 solution and brine, dried (Na2SO4), and concentrated to give 0.313 g (94% yield) of 2-dimethylamino-5-nitropyridine as an orange powder: 1H NMR (CDCl3) δ9.06 (d, J=2.7 Hz, 1H), 8.20 (dd, J=9.5, 2.7 Hz, 1H), 6.46 (dd, J=9.5, 0.4 Hz, 1H), 3.23 (s, 6H); LCMS (APCI+) m/z: 168 (MH+, 100%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed successively with sat. NaHCO3 solution and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-504f0d6541004dee8daa2c596cc37001
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486939B2

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