化工社化工社 化学情報印刷レポート · 研究参考用
Benzoic acid, 3-isothiocyanato- → 1-Amino-3-(3-carboxyphenyl)-2-thioxoimidazolidin-4-one
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 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1) | HCID 11593468 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-Amino-3-(3-carboxyphenyl)-2-thioxoimidazolidin-4-one | HCID 22730986 | 22.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08053453B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-018a07c900464e40a116b11f3e1f83b6 |
| 出典メモ | uspto-grants-2011_11 |