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Phosphorus oxychloride → 1-Chloro-3-(3,4-ethylenedioxyphenyl)isoquinoline

HRID 1006959
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HRID 1006959 반응식
[CH2:1]1[CH2:10][O:9][C:8]2[CH:7]=[CH:6][C:5]([C:11]3[NH:12][C:13](=O)[C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[CH:4][C:3]=2[O:2]1.P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:20]=[C:11]([C:5]2[CH:6]=[CH:7][C:8]3[O:9][CH2:10][CH2:1][O:2][C:3]=3[CH:4]=2)[N:12]=1
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참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 225036253-(3,4-Ethylenedioxyphenyl)isoquinolin-1-one

생성물 1

HCID 225033531-Chloro-3-(3,4-ethylenedioxyphenyl)isoquinoline

실험 절차

The resulting 3-(3,4-ethylenedioxyphenyl)isoquinolin-1-one (1.94 g) was reacted with phosphorus oxychloride (20 ml) according to the method of Example 10-2, to give 1-chloro-3-(3,4-ethylenedioxyphenyl)isoquinoline. The resulting compound was reacted, as it was, with N-ethylpiperazine (6 ml) at 100° C. overnight. The reaction solution was evaporated, and to the resulting residue were added ethyl acetate and purified water. The resulting ethyl acetate layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol system), to give 1.63 g of the free compound of the title compound as a pale yellow oil.

출처 및 근거

ORD 기록
ord-9286c3924bc44bc4a223310fc1da733d
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06790844B2

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