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HRID 80040作成日:2026年10月24日

1,2-Diaminocyclohexane, trans- → 1-(4-Methyl-pyridin-3-yl)-3-(5-methyl-thiophen-2-yl)-imidazolidin-2-one

https://huagongshe.com/ja/reaction/80040

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-Diaminocyclohexane, trans-HCID 43806—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物2-Bromo-5-methylthiopheneHCID 69831—
反応物1-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 59636170—
触媒Copper iodideHCID 83717—
溶媒MethanolHCID 887—
溶媒ChloroformHCID 6212—
溶媒1,4-DioxaneHCID 31275—
生成物1-(4-Methyl-pyridin-3-yl)-3-(5-methyl-thiophen-2-yl)-imidazolidin-2-oneHCID 4987186774%

反応条件

温度110 °C

反応手順

Copper iodide (16 mg, 0.084 mmol), trans-1,2-diamino cyclohexane (28.8 mg, 0.25 mmol) and potassium phosphate (445 mg, 2.1 mmol) were added to 1,4-Dioxane (10 mL) previously degassed with argon (10 minutes). The reaction mixture was purged with argon for a further 10 minutes, followed by the addition of 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.84 mmol) and 2-bromo-5-methylthiophene (150 mg, 0.84 mmol). The resulting mixture was heated to reflux at 110° C. for 4 hours. The reaction was monitored by TLC (10% MeOH in chloroform). The reaction mixture was filtered through celite and the celitebed was washed with chloroform. The organic layer was dried over Na2SO4 and concentrated. The concentrate was quenched with ice, the precipitate formed was collected and dried to afford 170 mg (74% yield) of 1-(4-methyl-pyridin-3-yl)-3-(5-methyl-thiophen-2-yl)-imidazolidin-2-one.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号USRE045173E1
出典データセットuspto-grants-2014_09
ORD IDord-9d155cf1125b484f9d5ab50ed4b67e28
出典メモuspto-grants-2014_09