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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 1,2,3,6-Tetrahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| 反応物 | 1,2,3,3a,4,5,6,10c-Octahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazole | HCID 19860995 | — |
| 反応物 | Acetone diisopropyl ether | HCID 22221350 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1,2,3,6-Tetrahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazole | HCID 14677286 | — |
反応手順
1.2 g (3.8 mmole) 1,2,3,3a,4,5,6,10c-octahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazole and 2.2 g (9.7 mmole) DDQ are heated under reflux for 20 hours in 30 ml toluene. The solvent is distilled off in a vacuum and the residue chromatographed on silica gel with toluene/ethyl acetate 3:1. The fraction with the Rf of 0.3 is isolated, stirred up with acetone/diisopropyl ether, and the crystals formed are filtered off. One obtains 1,2,3,6-tetrahydro-1,3-dioxo-4-phenyl-pyrrolo[3,4-c]carbazole in the form of yellow crystals of the mp 262°-263° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04912107 |
| 出典データセット | uspto-grants-1990_03 |
| ORD ID | ord-b7ab31f1740948d19c3791905d1ce535 |
| 出典メモ | uspto-grants-1990_03 |