HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Aminoimidazole-4-carboxamide hydrochloride → 4-(3-Chlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 5-Aminoimidazole-4-carboxamide hydrochloride | HCID 66146 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 1-(3-Chlorophenyl)-3-(dimethylamino)-2-propen-1-one | HCID 730065 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | 4-(3-Chlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide | HCID 14677472 | 43,7% |
Reaktionsschritte
A mixture of 13.9 g of 4-amino-5-imidazolecarboxamide hydrochloride, 24.0 g of 3'-chloro-3-dimethylaminoacrylophenone (U.S. Pat. No. 4,209,621, Ex. 50) and 200 ml glacial acetic acid was heated at reflux for 5 hours. The liquid was evaporated in vacuo to give a yellow solid. The excess acid was neutralized with saturated sodium bicarbonate solution and this mixture was filtered and the solid was washed with water and then was dried. Recrystallization from ethanol-methanol gave 10.2 g of the desired product as yellow crystals, mp 252°-254° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04888345 |
| Quelldatensatz | uspto-grants-1989_12 |
| ORD ID | ord-11a9915afc3e4933b7253de51e46a817 |
| Quellennotiz | uspto-grants-1989_12 |