2-Chloroimidazoline sulfate → 2-[4-(1-Isopropylaminocarbonylpiperidin-4-ylmethyl)-phenyl]amino-imidazoline

HRID 634834

반응식

HRID 634834 반응식
[CH:1]([NH:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].S(O)(O)(=O)=O.Cl[C:27]1[NH:28][CH2:29][CH2:30][N:31]=1>CC(O)C>[CH:1]([NH:4][C:5]([N:7]1[CH2:8][CH2:9][CH:10]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([NH:20][C:27]3[NH:31][CH2:30][CH2:29][N:28]=3)=[CH:18][CH:19]=2)[CH2:11][CH2:12]1)=[O:6])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 125033982-Chloroimidazoline sulfateHCID 218768574-(1-Isopropylaminocarbonylpiperidin-4-ylmethyl)-phenylamine

생성물 1

HCID 218768082-[4-(1-Isopropylaminocarbonylpiperidin-4-ylmethyl)-phenyl]amino-imidazoline수율 59.2%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A mixture of 4-(1-isopropylaminocarbonylpiperidin-4-ylmethyl)-phenylamine (0.64 g, 2.31 mmol) and 2-chloro-2-imidazoline sulfate (0.70 g, 3.47 mmol) in 2-propanol (20 mL) was heated under reflux for 30 minutes. The reaction mixture was concentrated in vacua. The residue was diluted with water, basified with 10% sodium hydroxide solution and extracted into dichloromethane. The organic layer was washed with water and brine, dried (Na2SO4), and concentrated in vacua. The crude product was chromatographed on neutral aluminum oxide, eluting with 5% methanol/dichloromethane, and crystallized from ethyl acetate containing some ethanol, to give 2-[4-(1-isopropylaminocarbonylpiperidin-4-ylmethyl)-phenyl]amino-imidazoline (0.47 g, 59%) as a white solid, m.p. 191-192° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. concentrationThe reaction mixture was concentrated in vacua
  4. additionThe residue was diluted with water
  5. extractionextracted into dichloromethane
  6. washThe organic layer was washed with water and brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated in vacua
  9. customThe crude product was chromatographed on neutral aluminum oxide
  10. washeluting with 5% methanol/dichloromethane
  11. customcrystallized from ethyl acetate containing some ethanol

출처 및 근거

ORD 기록
ord-defd4999d63849a5a49cf176ccee5808
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06184242B2

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