4-Nitroaniline → N-(4-Nitrophenyl)pyridin-2-amine

HRID 450064노트

반응식

HRID 450064 반응식
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].Br[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.[OH-].[K+]>CS(C)=O.C(OCC)(=O)C.O>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

7

반응물 3

HCID 74754-NitroanilineHCID 79732-BromopyridineHCID 14797Potassium Hydroxide

생성물 1

HCID 12695755N-(4-Nitrophenyl)pyridin-2-amine수율 9%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

To a solution of 4-nitro aniline (2 g, 14.48 mmol) and 2-bromo pyridine (3.43 g, 21.72 mmol) in DMSO (12 ml) was added powdered potassium hydroxide (3.24 g, 57.92 mmol) at room temperature and the reaction mixture was heated at 100° C. for 15 hr. The reaction mixture was diluted with ethyl acetate, and water added. The organic layer was separated, washed with brine, dried and evaporated to give crude material. Purification by column chromatography using hexane/ethyl acetate (96:4) yielded (4-nitro-phenyl)-pyridin-2-yl-amine (0.28 g, 9%).

후처리

  1. additionadded
  2. customThe organic layer was separated
  3. washwashed with brine
  4. customdried
  5. customevaporated
  6. customto give crude material
  7. customPurification by column chromatography

출처 및 근거

ORD 기록
ord-ddeb42bdee9b4d81b78cbedfac671330
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486962B2

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