Potassium Carbonate → 6-Chloro-2-dimethylamino-3-nitropyridine

HRID 31822

反応式

HRID 31822 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:18][NH:19][CH3:20].O1CCCC1>O1CCCC1>[Cl:11][C:4]1[N:3]=[C:2]([N:19]([CH3:20])[CH3:18])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 852392,6-Dichloro-3-nitropyridineHCID 22320367Dimethylamine tetrahydrofuran

生成物 1

HCID 217876256-Chloro-2-dimethylamino-3-nitropyridine収率 52.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A mixture of 2,6-dichloro-3-nitropyridine (1.9 g, 10 mmole) and potassium carbonate (1.66 g, 12 mmole) in 30 ml of tetrahydrofuran was stirred at 0° C. for 5 min. A solution of dimethylamine/tetrahydrofuran (2M, 6 ml, 12 mmole) was added dropwise to the reaction mixture over 40 min. After stirring for 5 min at 0° C., the mixture was warmed to room temperature and stirred overnight. The reaction mixture was filtered and the filtrate was collected and concentrated under reduced pressure. The crude product was purified by flash chromatography, eluting with 87% hexane: 13% ethyl acetate to give 6-chloro-2-dimethylamino-3-nitro pyridine (1.05 g).

後処理

  1. stirringAfter stirring for 5 min at 0° C.
  2. temperaturethe mixture was warmed to room temperature
  3. stirringstirred overnight
  4. filtrationThe reaction mixture was filtered
  5. customthe filtrate was collected
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by flash chromatography
  8. washeluting with 87% hexane

出典と根拠

ORDレコード
ord-db7404d2ea0440ff97a6c636cfbf6052
出典データセット
uspto-grants-2008_09
特許番号
US07425557B2

関連ノート

読み込み中…