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Diethyl bromomalonate → p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl bromomalonate | HCID 69637 | — |
| 反応物 | 5-(m-methoxyphenoxy)-6-hydroxy-4(3H)-pyrimidinone | HCID 19095757 | — |
| 反応物 | 4,6-Dichloro-5-(3-methoxyphenoxy)-pyrimidine | HCID 19432653 | — |
| 反応物 | Sodium m-methoxyphenolate | HCID 23694484 | — |
| 反応物 | Diethyl (m-methoxyphenoxy)malonate | HCID 53682937 | — |
| 反応物 | p-t-Butylbenzenesulfonamide potassium | HCID 66748434 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide | HCID 15391273 | — |
反応手順
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).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05292740 |
| 出典データセット | uspto-grants-1994_03 |
| ORD ID | ord-5a23d08ba3bf4de98972b29c2b52927f |
| 出典メモ | uspto-grants-1994_03 |