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HRID 471589作成日:2026年10月26日

Ammonium Hydroxide → 2-Amino-4-methylbenzonitrile

https://huagongshe.com/reaction/471589

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium HydroxideHCID 14923—
反応物2-Bromo-4-methylbenzonitrileHCID 820802—
反応物HCID 178418546HCID 178418546—
溶媒N-methyl-2-pyrrolidoneHCID 13387—
生成物2-Amino-4-methylbenzonitrileHCID 280127688%

反応条件

温度0 °C

反応手順

A solution of 2-bromo-4-methylbenzonitrile (2.0 g, 10.7 mmol) and CuCN (1.92 g, 21.4 mmol) in NMP (10 mL) was reacted in a microwave for 20 min at 200° C. Upon completion the reaction was cooled to 0° C., and 15% aqueous NH4OH (215 mL) was slowly added. The mixture was stirred at rt for 30 min, then extracted with CH2Cl2. The organic layer was washed with H2O, brine, dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography (3:1 Hexane:EtOAc) to provide 2-amino-4-methylbenzonitrile (1.24 g, 88%). 1H NMR (400 MHz, CDCl3) δ 1.45 (s, 3H), 5.70 (m, 1H), 5.84 (m, 1H), 6.41 (d, J=8.0 Hz, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08633186B2
出典データセットuspto-grants-2014_01
ORD IDord-2e355610288649758aedb4884ecb2884
出典メモuspto-grants-2014_01