HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Ethyl 1,6-dihydro-6-oxo-2-(2-propoxyphenyl)pyrimidine-5-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Diethyl (ethoxymethylene)malonate | HCID 6871 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Edukt | n-Propoxybenzamidine methyl sulfate | HCID 86734867 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | Ethyl 1,6-dihydro-6-oxo-2-(2-propoxyphenyl)pyrimidine-5-carboxylate | HCID 12535801 | 78,5% |
Reaktionsschritte
To a warm solution of sodium (181.7 g., 7.9 g-atoms) in ethanol (5 l) was added with stirring a slurry of 2-n-propoxybenzamidine methyl sulfate (1146.7 g., 3.95 moles) in ethanol 1.6 l). After 2-3 minutes diethyl ethoxymethylenemalonate 854 g., 3.95 moles) was added and the mixture stirred and heated under reflux for 2.25 hours. The mixture was cooled and then added to cold water (13 l). The mixture was acidified to pH 5-6 with glacial acetic acid. The solid was collected by filtration, washed with water, and dried to give the title compound (937.8 g.), m.p. 102°-104°. An additional crop of product (101.6 g., m.p. 105°-107°, was obtained from the filtrate and washings. Total yield of product, 1039.4 g. (87%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04082751 |
| Quelldatensatz | uspto-grants-1978_04 |
| ORD ID | ord-065927c40061460988df48a29522d551 |
| Quellennotiz | uspto-grants-1978_04 |