Hydrochloric Acid → N-(3-fluoro-4-methylphenyl)-3-nitro-2-pyridylamine

HRID 1942160

반응식

HRID 1942160 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[F:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[CH3:19])[NH2:15].Cl.O>C(OCCO)C>[F:11][C:12]1[CH:13]=[C:14]([NH:15][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:16]=[CH:17][C:18]=1[CH3:19]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 99573-Fluoro-4-methylanilineHCID 796132-Chloro-3-nitropyridine

생성물 1

HCID 40676958N-(3-fluoro-4-methylphenyl)-3-nitro-2-pyridylamine수율 82,342.5%

시약·촉매·용매 1

HCID 8076Glycol monoethyl ether용매

실험 절차

45 g (0.28 mmol) of 2-chloro-3-nitropyridine was dissolved in 2-ethoxyethanol (300 ml), and 36 g (0.28 mmol) of 3-fluoro-4-methylaniline, 12N-hydrochloric acid and water (300 ml) were added thereto. Mixed solution was heated to reflux for 24 hours while stirring. The reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. The solution was extracted with ethyl acetate, and washed with saturated brine, and then the obtained organic layer was dried over anhydrous magnesium sulfate. The mixture was concentrated under reduced pressure, and the residue thus obtained was washed with diisopropyl ether to obtain 57 g (yield: 82%) of N-(3-fluoro-4-methylphenyl)-3-nitro-2-pyridylamine.

후처리

  1. temperatureMixed solution was heated
  2. temperatureto reflux for 24 hours
  3. distillationthe solvent was distilled off under reduced pressure
  4. extractionThe solution was extracted with ethyl acetate
  5. washwashed with saturated brine
  6. dry with materialthe obtained organic layer was dried over anhydrous magnesium sulfate
  7. concentrationThe mixture was concentrated under reduced pressure
  8. customthe residue thus obtained
  9. washwas washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-100368a48d2d448a8accd18bffd73902
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389523B2

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