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HRID 1750872作成日:2026年10月26日

4-Chloroaniline → N-(4-chlorophenyl)-5-nitronaphthalen-1-amine

https://huagongshe.com/reaction/1750872

反応式

関与物質

役割名称HCID仕込み量
反応物4-ChloroanilineHCID 7812—
反応物1-Bromo-5-nitronaphthaleneHCID 219988—
反応物1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒Ethyl AcetateHCID 8857—
溶媒DimethylacetamideHCID 31374—
生成物N-(4-chlorophenyl)-5-nitronaphthalen-1-amineHCID 10104323866%

反応条件

温度140 °C

反応手順

1-bromo-5-nitronaphthalene (131 mg, 0.52 mmol) was dissolved in DMA (5 mL), and added with 4-chloroaniline (60 mg, 0.47 mmol), Xantphos (27 mg, 0.047 mmol), Pd2(dba)3 (17.2 mg, 0.019 mmol) and CsCO3 (306 mg, 0.94 mmol) at room temperature. The reaction solution was sealed and stirred for about 3 hours under microwave conditions at 140° C. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and washed with a saturated aqueous solution of sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated compound purified using silica gel chromatography (ethyl acetate:hexane=1:5 (v/v)) to obtain the title compound (92 mg, 66%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09156852B2
出典データセットuspto-grants-2015_10
ORD IDord-007c4a144d4f44dbac7d13bd595265a8
出典メモuspto-grants-2015_10