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Water → N-[(4-Fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Fluoro-3-nitrophenyl isocyanate | HCID 144117 | — |
| 反応物 | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-[(4-Fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl ester | HCID 85708209 | 56.1% |
反応手順
A solution of 4-fluoro-3-nitrophenyl isocyanate (10 g, 0.055 mol) in anhydrous tetrahydrofuran is cooled to 0° C., treated with glycine ethyl ester hydrochloride (7.7 g, 0.055 mol), treated with triethylamine (5.56 g, 0.055 mol) while maintaining the temperature below 10° C., stirred at room temperature for 1 hour and poured into water. The aqueous mixture is extracted with ether. The combined organic extracts are washed sequentially with 1N hydrochloric acid and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain a solid which is air-dried to give the title product as a yellow solid (8.8 g, mp 115°-120° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05726126 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-6bab90c4b53c475ea6ce599eec07ade5 |
| 出典メモ | uspto-grants-1998_03 |