2-Chloro-3-nitropyridine → N-(4-methoxybutyl)-3-nitropyridin-2-amine

HRID 1509422ノート

反応式

HRID 1509422 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.[CH3:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][NH2:18].C(N(C(C)C)CC)(C)C>CC(O)C>[CH3:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 796132-Chloro-3-nitropyridineHCID 81531DiisopropylethylamineHCID 457923494-Methoxybutan-1-amine hydrochloride

生成物 1

HCID 58355169N-(4-methoxybutyl)-3-nitropyridin-2-amine収率 84.7%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

2-Chloro-3-nitropyridine (3.54 g) and 4-methoxybutan-1-amine hydrochloride (3.12 g) were suspended in 2-propanol (100 ml), diisopropylethylamine (11.6 μl) was added and the mixture was heated under reflux with stirring for 4 days. The reaction mixture was cooled to room temperature, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (3:7) was concentrated under reduced pressure to give the object product (4.26 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. concentrationconcentrated under reduced pressure
  4. washa fraction eluted with ethyl acetate-hexane (3:7)
  5. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-037779076d5740eeaa49f78f5d76d8af
出典データセット
uspto-grants-2015_12
特許番号
US09221836B2

反応ノート

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