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

HRID 1823496

반응식

HRID 1823496 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 217876256-Chloro-2-dimethylamino-3-nitropyridine수율 52.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8a881d32c803434bb24c25a0630a3199
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037918B2

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