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HRID 42717作成日:2026年10月26日

Pyridine → (1-methyl-1H-tetrazol-5-yl)(phenyl)methanone

https://huagongshe.com/reaction/42717

反応式

関与物質

役割名称HCID仕込み量
反応物PyridineHCID 1049—
反応物Benzoyl chlorideHCID 7412—
反応物Methyl isocyanideHCID 11646—
反応物Sodium AzideHCID 33557—
溶媒WaterHCID 962—
溶媒AcetonitrileHCID 6342—
溶媒Ethyl AcetateHCID 8857—
生成物(1-methyl-1H-tetrazol-5-yl)(phenyl)methanoneHCID 1233198666.1%

反応条件

温度60 °C

反応手順

At room temperature, 10 g of benzoyl chloride (71 mmol) were admixed with 3.7 g (92 mmol) of methyl isocyanide. The mixture was then heated at 60° C. for 3 hours. The mixture was admixed with 25 ml of acetonitrile and cooled to 0° C. This reaction mixture was added to 4.6 g of sodium azide (71 mmol) in 1.1 g (14 mmol) of pyridine in 25 ml of acetonitrile at 0° C. The mixture was then heated to 60° C. and stirred at this temperature for 1 hour. At room temperature, 100 ml of water and 100 ml of ethyl acetate were added to the mixture. The organic phase was separated off and the aqueous phase was extracted with 100 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and the solvent was removed in vacuo. The crude product was recrystallized from 20 ml of isopropanol, giving 8.83 g of 1-methyl-5-benzoyltetrazole (purity 99.6%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08536211B2
出典データセットuspto-grants-2013_09
ORD IDord-e367809a15df44d488c35606de51a174
出典メモuspto-grants-2013_09