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HRID 1165797作成日:2026年10月25日

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 1,2,3,6-Tetrahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazole

https://huagongshe.com/reaction/1165797

反応式

関与物質

役割名称HCID仕込み量
反応物2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
反応物1,2,3,3a,4,5,6,10c-Octahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazoleHCID 19860995—
反応物Acetone diisopropyl etherHCID 22221350—
溶媒TolueneHCID 1140—
生成物1,2,3,6-Tetrahydro-1,3-dioxo-4-phenylpyrrolo[3,4-c]carbazoleHCID 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

DOI10.6084/m9.figshare.5104873.v1
特許番号US04912107
出典データセットuspto-grants-1990_03
ORD IDord-b7ab31f1740948d19c3791905d1ce535
出典メモuspto-grants-1990_03