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

HRID 450177

反応式

HRID 450177 の反応式
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

参加物

4

反応物 2

HCID 674DimethylamineHCID 783082-Chloro-5-nitropyridine

生成物 1

HCID 75707N,N-dimethyl-5-nitropyridin-2-amine収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-504f0d6541004dee8daa2c596cc37001
出典データセット
uspto-grants-2013_07
特許番号
US08486939B2

関連ノート

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