HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 477450Erstellt: 24. Oktober 2026
5-Aminoimidazole-4-carboxamide hydrochloride → 4-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide
https://huagongshe.com/de/reaction/477450
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 5-Aminoimidazole-4-carboxamide hydrochloride | HCID 66146 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2',5'-Dichloro-3-dimethylaminoacrylophenone | HCID 2806206 | — |
| Edukt | Methylenechloride Hexane | HCID 21226440 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide | HCID 14677473 | 74,3% |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04888345 |
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| Quelldatensatz | uspto-grants-1989_12 |
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| ORD ID | ord-b4225ec8f3b146fb9fffca1c71b90481 |
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| Quellennotiz | uspto-grants-1989_12 |
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