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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
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 5-Aminoimidazole-4-carboxamide hydrochloride | HCID 66146 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 2',5'-Dichloro-3-dimethylaminoacrylophenone | HCID 2806206 | — |
| 反応物 | Methylenechloride Hexane | HCID 21226440 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide | HCID 14677473 | 74.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04888345 |
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| 出典データセット | uspto-grants-1989_12 |
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| ORD ID | ord-b4225ec8f3b146fb9fffca1c71b90481 |
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| 出典メモ | uspto-grants-1989_12 |
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