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

HRID 993412노트

반응식

HRID 993412 반응식
[C:1]1([S:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(O)(O)(=O)=O.Cl[C:30]1[NH:31][CH2:32][CH2:33][N:34]=1>CC(O)C>[C:1]1([S:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][C:17]3[CH:18]=[CH:19][C:20]([NH:23][C:30]4[NH:34][CH2:33][CH2:32][N:31]=4)=[CH:21][CH:22]=3)[CH2:12][CH2:11]2)(=[O:8])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 125033982-Chloroimidazoline sulfateHCID 218770334-(1-Benzenesulfonylpiperidin-4-ylmethyl)-phenylamine

생성물 1

HCID 120943962-[4-(1-Benzenesulfonylpiperidin-4-ylmethyl)-phenyl]amino-imidazoline수율 89%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A mixture of 4-(1-benzenesulfonylpiperidin-4-ylmethyl)-phenylamine (0.28 g, 0.83 mmol) and 2-chloro-2-imidazoline sulfate (0.25 g, 1.25 mmol) in 2-propanol (20 mL) was heated under reflux for 30 minutes under nitrogen atmosphere. The reaction mixture was concentrated in vacuo. The residue was basified with 10% sodium hydroxide solution and extracted with dichloromethane. The organic layer was washed with cold water and brine, dried, and solvents removed in vacuo. The residue was chromatographed on neutral aluminum oxide, eluting with 1% methanol/dichloromethane, to give 2-[4-(1-benzenesulfonylpiperidin-4-ylmethyl)-phenyl]amino-imidazoline (0.29 g, 89%) as a foam. Analysis for C21H26N4O2S.5H2O: Calc.: C, 61.89; H, 6.68; N, 13.75; Found: C, 62.00; H, 6.52; N, 13.85.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes under nitrogen atmosphere
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. extractionextracted with dichloromethane
  5. washThe organic layer was washed with cold water and brine
  6. customdried
  7. customsolvents removed in vacuo
  8. customThe residue was chromatographed on neutral aluminum oxide
  9. washeluting with 1% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-745f653774064be8a621b49641c8b22b
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06472536B1

반응 노트

불러오는 중…