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HRID 254255作成日:2026年10月25日

Dichloromethane → 5-Bromopyrimidine-2-carbonitrile

https://huagongshe.com/reaction/254255

反応式

関与物質

役割名称HCID仕込み量
反応物DichloromethaneHCID 6344—
反応物Sodium CyanideHCID 8929—
反応物DabcoHCID 9237—
反応物5-Bromo-2-chloropyrimidineHCID 606665—
溶媒Dimethyl SulfoxideHCID 679—
溶媒WaterHCID 962—
生成物5-Bromopyrimidine-2-carbonitrileHCID 68654699%

反応手順

A solution of 5-bromo-2-chloropyrimidine (10 g, 51.8 mmol) in dimethylsulfoxide (26 mL) was added to a mixture of sodium cyanide (2.59 g, 51.8 mmol) and triethylenediamine (1.2 g, 10.4 mmol) in dimethylsulfoxide (14 mL) and water (28 mL). The resulting mixture was stirred for 18 hours at room temperature. The mixture was then diluted with water (130 mL) and extracted with diethyl ether (3×150 mL). The combined organic solutions were dried over sodium sulfate and concentrated in vacuo to give a pale yellow solid. Re-crystallisation of the solid from hot dichloromethane afforded the title product in 99% yield, 9.4 g.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07875615B2
出典データセットuspto-grants-2011_01
ORD IDord-9219790b8ce84a36b89729a2ed34a894
出典メモuspto-grants-2011_01