化工社化工社 化学情報印刷レポート · 研究参考用
Methanol → 4-(Methoxymethyl)-1,3-thiazol-2-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | 4-Chloromethylthiazol-2-ylamine | HCID 73229 | — |
| 反応物 | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| 生成物 | 4-(Methoxymethyl)-1,3-thiazol-2-amine | HCID 23092527 | 21% |
反応手順
Sodium hexamethyldisilazide (10M in THF, 0.67 mL, 0.67 mmol) was added to a solution of 4-(chloromethyl)-1,3-thiazol-2-amine (J. Indian Chem. Soc. 1960, 37, 241; 100 mg, 0.67 mmol) in methanol (5 mL) followed by stirring under argon at ambient temperature for 72 h. The solvent was then removed under reduced pressure and the residue was taken up in saturated aqueous sodium hydrogencarbonate (20 mL) and ethyl acetate (50 mL). The organic layer was separated then dried (MgSO4); filtered and evaporated. Purification by column chromatography, eluting with 80% to 100% ethyl acetate in hexanes, afforded the title compound as a colourless oil (20 mg, 21%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745475B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-7dd8a60206c64f17a3ef8992c5a54d1b |
| 出典メモ | uspto-grants-2010_06 |