HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl bromomalonate → p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl bromomalonate | HCID 69637 | — |
| Edukt | 5-(m-methoxyphenoxy)-6-hydroxy-4(3H)-pyrimidinone | HCID 19095757 | — |
| Edukt | 4,6-Dichloro-5-(3-methoxyphenoxy)-pyrimidine | HCID 19432653 | — |
| Edukt | Sodium m-methoxyphenolate | HCID 23694484 | — |
| Edukt | Diethyl (m-methoxyphenoxy)malonate | HCID 53682937 | — |
| Edukt | p-t-Butylbenzenesulfonamide potassium | HCID 66748434 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide | HCID 15391273 | — |
Reaktionsschritte
Diethyl bromomalonate was converted with sodium m-methoxyphenolate in analogy to Example 1, paragraph c), into diethyl (m-methoxyphenoxy)malonate, colorless liquid. B.p. 143° C./0.05 Torr. The thus-obtained malonic ester was converted in analogy to Example 1, paragraph d), into 5-(m-methoxyphenoxy)-6-hydroxy-4(3H)-pyrimidinone from which in analogy to Example 1, paragraph e), there was prepared 4,6-dichloro-5-(m-methoxyphenoxy)pyrimidine, m.p. 109°-110° C. Reaction of the last-named compound with p-t-butylbenzenesulfonamide potassium yielded p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide, m.p. 152° C. (from methanol).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05292740 |
| Quelldatensatz | uspto-grants-1994_03 |
| ORD ID | ord-5a23d08ba3bf4de98972b29c2b52927f |
| Quellennotiz | uspto-grants-1994_03 |