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Sodium Carbonate → 8-Methoxy-N-propyl-N-[3-(2,3-dihydro-1,1-dioxo-3-oxo-1,2-benzisothiazolyl)propyl]-2-aminotetralin

HRID 2270506
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반응식

HRID 2270506 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH2:11][CH:10]([NH:13][CH2:14][CH2:15][CH3:16])[CH2:9][CH2:8]2.I[CH2:18][CH2:19][CH2:20][N:21]1[C:25](=[O:26])[C:24]2[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=2[S:22]1(=[O:32])=[O:31].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH2:11][CH:10]([N:13]([CH2:14][CH2:15][CH3:16])[CH2:18][CH2:19][CH2:20][N:21]1[C:25](=[O:26])[C:24]3[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=3[S:22]1(=[O:32])=[O:31])[CH2:9][CH2:8]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 127414178-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amineHCID 18331848N-(3-iodopropyl)-2,3-dihydro-1,1-dioxo-3-benzisothiazolone

생성물 1

HCID 183318118-Methoxy-N-propyl-N-[3-(2,3-dihydro-1,1-dioxo-3-oxo-1,2-benzisothiazolyl)propyl]-2-aminotetralin

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

8-Methoxy-N-propyl-2-aminotetralin (Arvidsson L.-E. et al., J. Med. Chem., 27, 45 (1984) (2 g, 10 mmol), N-(3-iodopropyl)-2,3-dihydro-1,1-dioxo-3-benzisothiazolone (7.5 g), sodium carbonate (2.5 g), and acetonitrile (25 ml) were heated to reflux for 24 hours. After cooling, the solvent was removed in vacuo and the residue placed on a flash silica gel column (3 cm×35 cm) and eluted with ethyl acetate/hexane (5:95, 10:90, 15:85, 20:80, successively). Solvent removal in vacuo afforded the title compound as a white powder (m.p. 131° C.).

후처리

  1. temperatureto reflux for 24 hours
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. washeluted with ethyl acetate/hexane (5:95, 10:90, 15:85, 20:80
  5. customSolvent removal in vacuo

출처 및 근거

ORD 기록
ord-3a20203ef56a4eaa9097ac9737214179
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06331636B1

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