4-Chlorobenzylamine → HCID 178522883、化合物

HRID 2289903ノート

反応式

HRID 2289903 の反応式
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:15]([O:17]CC)=O.[Cl:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH2:26])=[CH:23][CH:22]=1>>[Cl:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH:26][C:15]([C:3]2[CH:4]=[N:5][C:6]3[C:11]([C:2]=2[OH:1])=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=3)=[O:17])=[CH:23][CH:22]=1

参加物

3

反応物 2

HCID 660364-ChlorobenzylamineHCID 178469582HCID 178469582、化合物

生成物 1

HCID 178522883HCID 178522883、化合物

反応条件

温度
200 °C

実験手順

A mixture of 0.65 g of ethyl 4-hydroxy-6-nitro-3-quinolinecarboxylate (J. Amer. Chem. Soc., 68, 1264 (1946)) and 5.0 mL of 4-chlorobenzylamine is stirred 1 hour at 200° C. The mixture is cooled to 25° C. and it is diluted with 25 mL of hexanes. After stirring for an additional 1 h the solid precipitate is collected by filtration and washed with 10 mL of hexanes. It is dried in a stream of air and then it is suspended in 20 mL of glacial acetic acid. The mixture is heated until the solid is completely dissolved and the resulting solution is diluted with 200 mL of distilled water. The mixture is allowed to cool to 25° C. and the solid is collected by filtration. It is washed with a small volume of 10% aqueous acetic acid and then it is dried at torr and 45° C. for 18 h. The yield is 0.41 g.

後処理

  1. temperatureThe mixture is cooled to 25° C.
  2. stirringAfter stirring for an additional 1 h the solid precipitate
  3. filtrationis collected by filtration
  4. washwashed with 10 mL of hexanes
  5. customIt is dried in a stream of air
  6. temperatureThe mixture is heated until the solid
  7. dissolutionis completely dissolved
  8. additionthe resulting solution is diluted with 200 mL of distilled water
  9. temperatureto cool to 25° C.
  10. filtrationthe solid is collected by filtration
  11. washIt is washed with a small volume of 10% aqueous acetic acid
  12. customit is dried at torr and 45° C. for 18 h

出典と根拠

ORDレコード
ord-dc3ca4059a5844d6b1d3dc2d245fa1d1
出典データセット
uspto-grants-2000_07
特許番号
US06093732

反応ノート

読み込み中…