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HRID 477450作成日:2026年10月26日

5-Aminoimidazole-4-carboxamide hydrochloride → 4-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide

https://huagongshe.com/reaction/477450

反応式

関与物質

役割名称HCID仕込み量
反応物5-Aminoimidazole-4-carboxamide hydrochlorideHCID 66146—
反応物Sodium BicarbonateHCID 516892—
反応物2',5'-Dichloro-3-dimethylaminoacrylophenoneHCID 2806206—
反応物Methylenechloride HexaneHCID 21226440—
溶媒Acetic AcidHCID 176—
溶媒DichloromethaneHCID 6344—
生成物4-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamideHCID 1467747374.3%

反応手順

A stirred mixture of 5.2 g of 4-amino-5-imidazolecarboxamide hydrochloride and 10.0 g of 2',5'-dichloro-3-dimethylaminoacrylophenone (prepared as described in Example 4) in 80 ml of glacial acetic acid was heated at reflux for 4 hours. Evaporation in vacuo gave a dark oil which was dissolved in dichloromethane and treated with saturated sodium bicarbonate. The organic layer was separated, washed with water then dried over anhydrous sodium sulfate. The dichloromethane solution was passed through a short column of hydrous magnesium silicate. Evaporation of the eluate gave a semi-solid which was treated with hot dichloromethane-hexane to give a yellow precipitate which was collected by filtration and dried to give 7.3 g of the product of the example, mp 230°-234° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04888345
出典データセットuspto-grants-1989_12
ORD IDord-b4225ec8f3b146fb9fffca1c71b90481
出典メモuspto-grants-1989_12