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

HRID 2383129
ノート
印刷プレビュー

反応式

HRID 2383129 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-65527ff9aa8b4d7cbccbaea8e90db8aa
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08263594B2

反応ノート

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