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Hydrochloric Acid → 5-(7-Allyl-8-hydroxy-5-quinolylmethyl)-2,4-diaminopyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2,4-Diamino-5-pyrimidinemethanol | HCID 295878 | — |
| 反応物 | 7-Prop-2-enylquinolin-8-ol | HCID 3654918 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 5-(7-Allyl-8-hydroxy-5-quinolylmethyl)-2,4-diaminopyrimidine | HCID 12849776 | 28.2% |
反応手順
7-Allyl-8-hydroxyquinoline [H. Fiedler, Arch. Pharm., 297, 108 (1964)] (33.0 g, 0.227 mol), 2,4-diamino-5-hydroxymethylpyrimidine (32.7 g, 0.227 mole), glacial acetic acid (300 mL) and concentrated HCl (31.5 mL) were refluxed for 5 hr. The resulting precipitate was filtered off and then slurried with H2O (250 mL) and sufficient NH4OH to give a pH of 8. The dissolved solid was filtered off, washed with H2O and dried to give the title compound as yellow powder (19.7 g, 28%), mp 229°-231° dec., structure confirmed by NMR. Anal. Calcd for C17H17N5O: C, 66.43; H, 5.58; N, 22.79. Found: C, 66.41; H, 5.59; N, 22.78. Additional product (5.0 g, 7%) was obtained by evaporation of filtrates and chromatography to separate unreacted starting materials.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04761475 |
| 出典データセット | uspto-grants-1988_08 |
| ORD ID | ord-b18a1b78d57a411688ac5bdeed3d87c2 |
| 出典メモ | uspto-grants-1988_08 |