1,1-Dichloroethane → HCID 67506468、化合物

HRID 2105471ノート

反応式

HRID 2105471 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[Cl:12])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH:13]1([C:19](Cl)=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.ClC(Cl)C>ClCCl>[Cl:12][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[NH:1][C:19]([CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:20]

参加物

5

反応物 3

HCID 63651,1-DichloroethaneHCID 75938Cyclohexanecarbonyl chlorideHCID 8173324-chloroquinolin-3-amine

生成物 1

HCID 67506468HCID 67506468、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
90 °C

実験手順

Under a nitrogen atmosphere, a mixture of 3-amino-4-chloroquinoline (8.00 g, 1 eq), cyclohexanecarbonyl chloride (18.2 mL, 3 eq) and anhydrous dichloroethane (150 mL) was heated at 90° C. for 23 hours. The reaction mixture was diluted with dichloromethane, washed sequentially with saturated aqueous potassium carbonate, water, and brine, dried over sodium sulfate, filtered, and then concentrated under reduced pressure. The residue was triturated with hexanes to provide a solid. The solid was combined with hexanes, stirred for 30 minutes, isolated by filtration, rinsed with hexanes, and then dried to provide 11.9 g of N-(4-chloroquinolin-3-yl)cyclohexanecarboxamide.

後処理

  1. washwashed sequentially with saturated aqueous potassium carbonate, water, and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was triturated with hexanes
  6. customto provide a solid
  7. customisolated by filtration
  8. washrinsed with hexanes
  9. customdried

出典と根拠

ORDレコード
ord-df5beb12beb0488db1095f0b7425eb11
出典データセット
uspto-grants-2009_08
特許番号
US07579359B2

反応ノート

読み込み中…