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

HRID 37834

반응식

HRID 37834 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 50559501-(4-Nitrophenyl)-1,4-diazepane수율 42%

시약·촉매·용매 1

HCID 2631-Butanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4c60e14d135f433dad7b2bd9ef175647
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524705B2

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