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HRID 42483作成日:2026年10月24日

Cyanoacetamide → 4-Methyl-2-oxo-6-(phenylmethyl)-1,2-dihydro-3-pyridinecarbonitrile

https://huagongshe.com/ja/reaction/42483

反応式

関与物質

役割名称HCID仕込み量
反応物CyanoacetamideHCID 7898—
反応物PiperidineHCID 8082—
反応物2,4-Pentanedione, 1-phenyl-HCID 18723—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
生成物6-Methyl-2-oxo-4-(phenylmethyl)-1,2-dihydro-3-pyridinecarbonitrileHCID 67466801—
生成物4-Methyl-2-oxo-6-(phenylmethyl)-1,2-dihydro-3-pyridinecarbonitrileHCID 67467042103.4%

反応条件

温度75 °C

反応手順

1-Phenyl-2,4-pentanedione (18.32 g, 104 mmol) and cyanoacetamide (8.74 g, 104 mmol) were dissolved in EtOH (104 mL) and heated until homogenous (ca. 75° C.). Piperidine (8.86 g, 104 mmol) was added and the reaction mixture heated at reflux for 15-30 min. followed by cooling to room temperature, during which time precipitation occurred. The heterogenous contents were filtered to give a solid which was suspended in 200 mL water and stirred vigorously for 20 min. The heterogenous mixture was filtered to afford 6-methyl-2-oxo-4-(phenylmethyl)-1,2-dihydro-3-pyridinecarbonitrile and 4-methyl-2-oxo-6-(phenylmethyl)-1,2-dihydro-3-pyridinecarbonitrile (12.06 g, 52%). LCMS MH+=225.1

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08536179B2
出典データセットuspto-grants-2013_09
ORD IDord-4a5291a1843c4cf5bf4c5ef412c25408
出典メモuspto-grants-2013_09