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Aniline → N-phenyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aniline | HCID 6115 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 反応物 | 4-Oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid | HCID 15337632 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | N-phenyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide | HCID 22714666 | 64.5% |
反応手順
A mixture of 4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (179 mg, 1 mmol), aniline (0.46 mL, 5 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (959 mg, 5 mmol) in 50% aqueous dioxane (10 mL) was allowed to stir at ambient temperature for 17.5 hours, then concentrated in vacuo. The residue was cooled in an ice water bath, aqueous 3.6 N hydrochloric acid was added, and the precipitate collected, rinsed with aqueous 3.6 N hydrochloric acid then water and dried. Recrystallization from ethyl alcohol afforded N-phenyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide (Compound 35)(164 mg). mp 225-226° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06743817B2 |
| 出典データセット | uspto-grants-2004_06 |
| ORD ID | ord-7fdfc014653a43b7a097ff0381e3abda |
| 出典メモ | uspto-grants-2004_06 |