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HRID 1649208作成日:2026年10月27日

Veratroyl chloride → Vesnarinone

https://huagongshe.com/reaction/1649208

反応式

関与物質

役割名称HCID仕込み量
反応物Veratroyl chlorideHCID 77070—
反応物Sodium BicarbonateHCID 516892—
反応物6-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-oneHCID 11117896—
反応物6-(1-Piperazinyl)-3,4-dihydrocarbostyril hydrobromideHCID 13236308—
溶媒DimethylformamideHCID 6228—
溶媒TriethylamineHCID 8471—
生成物VesnarinoneHCID 566385.7%

反応手順

6-(1-Piperazinyl)-3,4-dihydrocarbostyril monohydrobromide (3.5 g) was suspended in 40 ml of dimethylformamide (hereafter referred to as DMF for brevity). After adding 960 mg of sodium hydrogencarbonate, the suspension was stirred at room temperature for 30 minutes to convert the starting compound to 6-(1-piperazinyl)-3,4-dihydrocarbostyril. Then, to the mixture was added 2.34 ml of triethylamine and the mixture was stirred at room temperature while slowly adding dropwise 10 ml of DMF solution containing 2.9 g of 3,4-dimethoxybenzoyl chloride. After completion of addition the reaction mixture was stirred for 30 minutes. The reaction mixture was poured into a large amount of saturated saline solution and extracted with chloroform. The extract was washed with saturated sodium hydrogen carbonate solution and subsequently with water and dried over anhydrous sodium sulfate. Chloroform was distilled off and residual crystals were recrystallized from chloroform-ethanol to give 3.8 g of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 238°-239.5° C., colorless granules.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04415572
出典データセットuspto-grants-1983_11
ORD IDord-4f6e69d049b24e2c8ea7dcdc12978497
出典メモuspto-grants-1983_11