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

HRID 450064ノート

反応式

HRID 450064 の反応式
[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]

参加物

7

反応物 3

HCID 74754-NitroanilineHCID 79732-BromopyridineHCID 14797Potassium Hydroxide

生成物 1

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

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ddeb42bdee9b4d81b78cbedfac671330
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

反応ノート

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