6-Bromo-1-nitronaphthalen-2-amine → 6-Bromonaphthalene-1,2-diamine

HRID 1751627노트

반응식

HRID 1751627 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N+:12]([O-])=O)=[C:7]([NH2:15])[CH:6]=[CH:5]2>C(O)C.[Ni]>[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH2:15])[C:8]=2[NH2:12])[CH:3]=1

참가 물질

4

반응물 1

HCID 218071856-Bromo-1-nitronaphthalen-2-amine

생성물 1

HCID 220970716-Bromonaphthalene-1,2-diamine수율 89.4%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

To a mixture of 6-bromo-1-nitronaphthalen-2-amine (11.6 g, 43.4 mmol) in ethanol (430 mL) under argon was added Raney Nickel (˜5 g, NOTE: no effort was made to remove the water from the nickel). Hydrogen gas was bubbled through the reaction mixture for 2 minutes. The reaction was stirred under an atmosphere of hydrogen at room temperature. After 16 hours, the Raney Nickel was removed by filtration over Celite and rinsed with ethyl acetate. The filtrate was thoroughly concentrated to yield 6-bromonaphthalene-1,2-diamine (9.2 g, 88% yield).

후처리

  1. customto remove the water from the nickel)
  2. customHydrogen gas was bubbled through the reaction mixture for 2 minutes
  3. customthe Raney Nickel was removed by filtration over Celite
  4. washrinsed with ethyl acetate
  5. concentrationThe filtrate was thoroughly concentrated

출처 및 근거

ORD 기록
ord-b11ee7811d074a498a47252296fd488e
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156823B2

반응 노트

불러오는 중…