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HRID 555920作成日:2026年10月27日

Toluene → 2-Chloro-5-(1H-tetrazol-5-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/555920

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Triethylamine hydrochlorideHCID 11130—
反応物Sodium AzideHCID 33557—
反応物4-Amino-2-chloropyrimidine-5-carbonitrileHCID 2801166—
溶媒Ethyl AcetateHCID 8857—
生成物2-Chloro-5-(1H-tetrazol-5-yl)pyrimidin-4-amineHCID 17850845343.1%

反応条件

温度100 °C

反応手順

Into a sealed tube were added 4-amino-2-chloro-pyrimidine-5-carbonitrile (837 mg, 5.4 mmol), sodium azide (7.1 mmol, 1.3 eq.), triethylamine hydrochloride (7.1 mmol, 1.3 eq.) and 14 mL of toluene. The tube was tightly capped and the reaction was stirred and heated to 100° C. overnight. The mixture was cooled to room temperature, diluted with ethyl acetate, transferred to a separatory funnel and extracted three times with water. The aqueous extractions were combined and acidified to a pH of 4 with concentrated HCl. The precipitate was collected by filtration, washed with acetonitrile, and dried under vacuum to afford 460 mg of the product, which was used without further purification. MS (EI) for C5HClN7: 198 (M+H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08053454B2
出典データセットuspto-grants-2011_11
ORD IDord-68c24091559e4105b47871d18043d828
出典メモuspto-grants-2011_11