Dimethylformamide → 6-amino-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide

HRID 2289915ノート

反応式

HRID 2289915 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]([C:12]2[CH:13]=[N:14][C:15]3[C:20]([C:21]=2[OH:22])=[CH:19][C:18]([N+:23]([O-])=O)=[CH:17][CH:16]=3)=[O:11])=[CH:4][CH:3]=1.CN(C)C=O.[H][H]>[Ni].O>[NH2:23][C:18]1[CH:19]=[C:20]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][C:12]([C:10]([NH:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:11])=[C:21]2[OH:22]

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 178418361HCID 178418361、化合物HCID 178522883HCID 178522883、化合物

生成物 1

HCID 1785073346-amino-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide収率 84.5%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 962Water溶媒

実験手順

N-[(4-chlorophenyl)methyl]-4-hydroxy-6-nitro-3-quinolinecarboxamide (500 mg) is suspended in 50 mL of freshly degassed dimethylformamide and treated with 0.5 mL of 50% Raney nickel in water (Aldrich). The mixture is agitated under 45 psi hydrogen pressure for 24 h, and then it is filtered through celite. The solvent is removed by evaporation at reduced pressure and the residue is suspended in 5 mL of absolute ethanol and it is collected by filtration. After drying at 0.1 torr/100 ° C./1.5 h, the product is obtained as 387 mg of a pale yellow powder.

後処理

  1. filtrationit is filtered through celite
  2. customThe solvent is removed by evaporation at reduced pressure
  3. filtrationit is collected by filtration
  4. customAfter drying at 0.1 torr/100 ° C./1.5 h

出典と根拠

ORDレコード
ord-29cca363d5bb404f9c8c50532aac403f
出典データセット
uspto-grants-2000_07
特許番号
US06093732

反応ノート

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