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Methylamine → N-(6-benzyloxy-3-nitroquinolin-4-yl)-N-methylamine

HRID 2383129
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HRID 2383129 반응식
[CH3:1][NH2:2].[CH2:3]([O:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]=[CH:16][C:15]([N+:21]([O-:23])=[O:22])=[C:14]2Cl)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O>[CH2:3]([O:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]=[CH:16][C:15]([N+:21]([O-:23])=[O:22])=[C:14]2[NH:2][CH3:1])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 670509926-(Benzyloxy)-4-chloro-3-nitroquinoline

생성물 1

HCID 67051077N-(6-benzyloxy-3-nitroquinolin-4-yl)-N-methylamine

시약·촉매·용매 1

HCID 962Water용매2회

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온도
100 °C

실험 절차

Methylamine (available as a 40% solution in water, 21 mL, 0.25 mol) was added to a suspension of 6-benzyloxy-4-chloro-3-nitroquinoline (13.74 g, 43.65 mmol) in distilled water (300 mL), and the reaction was stirred at 100° C. for 1.5 hours. The reaction was allowed to cool to ambient temperature and stirred for three hours. A precipitate formed, which was isolated by filtration, washed with distilled water (3×), and recrystallized from 2-propanol (44.2 mL/g). The crystals were isolated by filtration and washed with cold hexanes (2×100 mL) to provide 11.36 g of N-(6-benzyloxy-3-nitroquinolin-4-yl)-N-methylamine as orange crystals.

후처리

  1. temperatureto cool to ambient temperature
  2. stirringstirred for three hours
  3. customA precipitate formed
  4. customwhich was isolated by filtration
  5. washwashed with distilled water (3×)
  6. customrecrystallized from 2-propanol (44.2 mL/g)
  7. customThe crystals were isolated by filtration
  8. washwashed with cold hexanes (2×100 mL)

출처 및 근거

ORD 기록
ord-65527ff9aa8b4d7cbccbaea8e90db8aa
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263594B2

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