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7-Nitroquinoline → 7-Aminoquinoline

HRID 494187
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HRID 494187 반응식
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1
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참가 물질

4

반응물 1

HCID 119467-Nitroquinoline

생성물 1

HCID 113777-Aminoquinoline수율 99.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 7-nitroquinoline (D54) (0.65 g, 3.71 mmol) and 10% palladium on charcoal (65 mg, 54% water) in methanol (20 ml) was hydrogenated at 1 atm. and ambient temperature for until complete by tlc. The catalyst was filtered off and washed with further methanol. The combined filtrated and washings were concentrated in vacuo to give the title compound as a brown solid (0.53 g). 1H NMR (400 MHz, CDCl3) δ (ppm): 8.75 (dd, 1H), 7.98 (dd, 1H), 7.62 (d, 1H), 7.21 (d, 1H), 7.14 (dd, 1H), 6.99 (dd, 1H), 4.07 (br, 2H).

후처리

  1. customwas hydrogenated at 1 atm. and ambient temperature
  2. filtrationThe catalyst was filtered off
  3. washwashed with further methanol
  4. filtrationThe combined filtrated
  5. concentrationwashings were concentrated in vacuo

출처 및 근거

ORD 기록
ord-2aa36f04dfe5494f85b06189f667b4b3
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538121B2

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