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HRID 5857作成日:2026年10月25日

3,4,5-Trimethoxyphenyl isothiocyanate → 4-(3-Chlorophenyl)-1-(3-[3,4,5-trimethoxyphenyl(thiocarbamoyl)oxy]propyl)piperazine, hydrochloride

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反応式

関与物質

役割名称HCID仕込み量
反応物3,4,5-Trimethoxyphenyl isothiocyanateHCID 118900—
反応物3-(4-(3-Chlorophenyl)piperazin-1-yl)propan-1-olHCID 257407—
溶媒TolueneHCID 1140—
生成物4-(3-Chlorophenyl)-1-(3-[3,4,5-trimethoxyphenyl(thiocarbamoyl)oxy]propyl)piperazine, hydrochlorideHCID 13171816538.7%

反応手順

A mixture of 3,4,5-trimethoxyphenylisothiocyanate (2.0 mmol) (produced as in Example 22) and 3-[4-(3-chlorophenyl) -1-piperazinyl]propanol (510 mg; 2.0 mmol) in toluene (40 ml) was refluxed for 16 h. The solvent was evaporated and the residue resuspended in ethyl acetate, filtered and evaporated to dryness. The residue was submitted to flash chromatography on silica gel 60 eluting with toluene/ethyl acetate (1:1). The product was taken up in ethanol, which was treated with hydrogen chloride in ether to give 200 mg of the title compound. M.p. 175°-176° C. MS (70 eV): m/z 479 (M+, 0.5%), 254 (49), 225 (88), 209 (100), 182 (34).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05246935
出典データセットuspto-grants-1993_09
ORD IDord-32f0e1a47d884b0fa22a2aeb54b8e2e5
出典メモuspto-grants-1993_09