1,1-Dichloroethane → HCID 67506468, 화합물

HRID 2105471노트

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HRID 2105471 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 67506468HCID 67506468, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-df5beb12beb0488db1095f0b7425eb11
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579359B2

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