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HRID 555624作成日:2026年10月27日

Benzoic acid, 3-isothiocyanato- → 1-Amino-3-(3-carboxyphenyl)-2-thioxoimidazolidin-4-one

https://huagongshe.com/reaction/555624

反応式

関与物質

役割名称HCID仕込み量
反応物Benzoic acid, 3-isothiocyanato-HCID 75046—
反応物DiisopropylethylamineHCID 81531—
反応物Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 11593468—
溶媒DichloromethaneHCID 6344—
生成物1-Amino-3-(3-carboxyphenyl)-2-thioxoimidazolidin-4-oneHCID 2273098622.2%

反応手順

179 mg (1 mmol) of 3-isothiocyanatobenzoic acid and 523 μl (3 mmol) of diisopropylethylamine were stirred in 8 ml of dichloromethane and then with 155 mg (1 mmol) of ethyl hydrazinoacetate hydrochloride at room temperature for 96 hours. After the solvent was concentrated, the mixture was partitioned between ethyl acetate and 30% acetic acid. The aqueous layer was extracted with ethyl acetate again, and the organic layers were combined, washed with water and then with saturated aqueous sodium chloride, dried over magnesium sulfate and concentrated. The resulting solid was mixed with a 190:10:0.8 liquid mixture of ethyl acetate, methanol and acetic acid, and the insoluble was dried to obtain 55.7 mg of the desired product (yield 22%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08053453B2
出典データセットuspto-grants-2011_11
ORD IDord-018a07c900464e40a116b11f3e1f83b6
出典メモuspto-grants-2011_11