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HRID 1055690作成日:2026年10月27日

Acetonitrile → Sodium 2-cyano-1-(1,3-thiazol-5-yl)ethenolate

https://huagongshe.com/reaction/1055690

反応式

関与物質

役割名称HCID仕込み量
反応物AcetonitrileHCID 6342—
反応物tert-Butyl methyl etherHCID 15413—
反応物Sodium hydrideHCID 24758—
反応物Methyl 1,3-thiazole-5-carboxylateHCID 331117—
溶媒TetrahydrofuranHCID 8028—
生成物Sodium 2-cyano-1-(1,3-thiazol-5-yl)ethenolateHCID 86690968—

反応手順

A solution of 1.5 g (10.5 mmol) of methyl 1,3-thiazole-5-carboxylate and 430 mg (10.8 mmol) of acetonitrile in 15 ml of THF was added dropwise to a suspension of 419 mg of sodium hydride (60% strength suspension in mineral oil) in 16 ml of THF which was heated under reflux. The reaction mixture was heated under reflux for 20 h. After cooling, 50 ml of methyl tert-butyl ether were added and the mixture was stirred for 30 minutes. The resulting precipitate was filtered off with suction through a frit and dried under oil pump vacuum. This gave 1.71 g (94% of theory) of the title compound which was combined with the product (3.48 g, 95% of theory) from a second batch starting with 3.0 g (21 mmol) of methyl 1,3-thiazole-5-carboxylate. This material was used without further characterization for the next step.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09394309B2
出典データセットuspto-grants-2016_07
ORD IDord-afcb85efea60443db2e684e976808815
出典メモuspto-grants-2016_07