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HRID 921603作成日:2026年10月27日

5-Aminobenzene-1,3-dicarbonitrile → 3,5-Dicyanophenyl,3-(3,6-diphenyl-9-carbazolyl)phenylaniline

https://huagongshe.com/reaction/921603

反応式

関与物質

役割名称HCID仕込み量
反応物5-Aminobenzene-1,3-dicarbonitrileHCID 19777619—
反応物9-(3-bromophenyl)-3,6-diphenyl-9H-CarbazoleHCID 58142231—
反応物sodium 2-methylpropan-2-olateHCID 178418730—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
生成物3,5-Dicyanophenyl,3-(3,6-diphenyl-9-carbazolyl)phenylanilineHCID 8669608150%

反応手順

9.0 g of carbazole from step (2b) from Example 2 above and 2.7 g 5-aminoisophthalonitrile were mixed in 50 mL toluene in nitrogen filled glove box. 0.2 g Pd2DBA3 and 0.09 g tri-t-butylphosphinewere added followed quickly by 1.81 g t-BuONa. The mixture was heated briefly to reflux then held at 80° C. overnight in the glove box with vigorous stirring. After cooling the reaction was chromatographed on silica using a gradient of DCM:hexanes (1:4 to 4:1) to elute the product which upon concentration and addition of hexanes precipitated the desired product in 50% yield (˜4 g) with structure confirmed by 1-H nmr spectroscopy.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09276217B2
出典データセットuspto-grants-2016_03
ORD IDord-86c3656c5d0c45cf98468ef00c29196c
出典メモuspto-grants-2016_03