1-Chloro-4-nitrobenzene → 1-(4-Nitrophenyl)-1,4-diazepane

HRID 37834

反応式

HRID 37834 の反応式
[NH:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1>C(O)CCC>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([N:1]2[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:10][CH:11]=1)([O-:17])=[O:16]

参加物

4

反応物 2

HCID 74741-Chloro-4-nitrobenzeneHCID 68163Hexahydro-1,4-diazepine

生成物 1

HCID 50559501-(4-Nitrophenyl)-1,4-diazepane収率 42%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒2 回

実験手順

A solution of homopiperazine (11.4 g, 114 mmol) in 1-butanol (40 mL) was added to a refluxing solution of 1-chloro-4-nitrobenzene (6.0 g, 38 mmol) in 1-butanol (40 mL) over 15 minutes. The mixture was maintained at reflux for 24 hours then cooled to room temperature and extracted with 2N hydrochloric acid. The aqueous layer was basified with potassium carbonate and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to afford 1-(4-nitro-phenyl)-[1,4]diazepane (3.5 g, 42%) as a yellow solid.

後処理

  1. temperatureThe mixture was maintained
  2. temperatureat reflux for 24 hours
  3. extractionextracted with 2N hydrochloric acid
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-4c60e14d135f433dad7b2bd9ef175647
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

関連ノート

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