化工社化工社 化学情報印刷レポート · 研究参考用
Hydrochloric Acid → 5-(3,4-Dimethoxy-5-styryl-benzyl)pyrimidine-2,4-diamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Styrene | HCID 7501 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 5-(3,4-Dimethoxy-5-iodo-benzyl)pyrimidine-2,4-diamine | HCID 11101094 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 5-(3,4-Dimethoxy-5-styryl-benzyl)pyrimidine-2,4-diamine | HCID 54217585 | 53.7% |
反応手順
A mixture of 500 mg of 5-(3,4-dimethoxy-5-iodo-benzyl)pyrimidine-2,4-diamine, 1.53 g of styrene, 1.46 g of triethylamine and 31 mg of palladium-(II) acetate in 25 ml of dioxan is held at reflux under argon for 14 hrs. The mixture is poured on to ice-water, adjusted to pH 5 to 7 with 3N aqueous hydrochloric acid and extracted with methylene chloride. The organic phase is dried over magnesium sulphate, concentrated and the residue is chromatographed on silica gel with methylene chloride/methanol 97:3. 252 mg (53%) of 5-(3,4-dimethoxy-5-styryl-benzyl)pyrimidine-2,4-diamine are isolated as an orange solid. M.p.226°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05763450 |
| 出典データセット | uspto-grants-1998_06 |
| ORD ID | ord-3f97be4ee11d4e57b9cc1dd1d49000af |
| 出典メモ | uspto-grants-1998_06 |