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Dichloromethane → 2-cyclopropanecarboxamido-5-Bromo-4-Methyl-3-nitropyridine

HRID 743764
ノート
印刷プレビュー

反応式

HRID 743764 の反応式
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[C:5]([Br:12])=[CH:4][N:3]=1.C1(C)C(C)=CC=CC=1.[CH:21]1([C:24](Cl)=[O:25])[CH2:23][CH2:22]1.ClCCl>CN(C)C1C=CN=CC=1.O>[CH:21]1([C:24]([NH:1][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[C:5]([Br:12])=[CH:4][N:3]=2)=[O:25])[CH2:23][CH2:22]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

7

反応物 4

HCID 6344DichloromethaneHCID 7237O-XyleneHCID 77637Cyclopropanecarbonyl chlorideHCID 72132072-Amino-5-bromo-4-methyl-3-nitropyridine

生成物 1

HCID 109794822-cyclopropanecarboxamido-5-Bromo-4-Methyl-3-nitropyridine収率 88.1%

試薬・触媒・溶媒 2

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

A mixture comprising 10 g (43.1 mmol) of 2-amino-5-bromo-4-methyl-3-nitropyridine, 6.3 g of 4-dimethylaminopyridine and xylene (50 ml) was heated at 110° C. in a nitrogen atmosphere. 5 g (47.4 mmol) of cyclopropanecarbonyl chloride was dropwise added thereto, followed by further stirring at 110° C. for 2 hours. The reaction mixture was brought to room temperature, followed by the addition of dichloromethane (200 ml) and water (50 ml). The organic phase was separated and the aqueous phase was further extracted with dichloromethane (50 ml). The organic phases were combined and washed with water (50 ml). The resulting organic phase was dried over anhydrous magnesium sulfate and concentrated to give a crude crystal. It was recrystallized from chloroform/ ethyl acetate to give 11.4 g of the title compound (yield 88%).

後処理

  1. customwas brought to room temperature
  2. customThe organic phase was separated
  3. extractionthe aqueous phase was further extracted with dichloromethane (50 ml)
  4. washwashed with water (50 ml)
  5. dry with materialThe resulting organic phase was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customto give a crude crystal
  8. customIt was recrystallized from chloroform/ ethyl acetate

出典と根拠

ORDレコード
ord-b53e077efff74a51a0d3e2e1a253e409
出典データセット
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05557002

反応ノート

読み込み中…

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