関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Thiophene, 2-nitro- | HCID 11866 | — |
| 反応物 | 1,1,3,3-Tetraethoxypropane | HCID 67147 | — |
| 反応物 | Tin atom | HCID 5352426 | — |
| 反応物 | Azane;hydrate | HCID 12896473 | — |
| 触媒 | Zincchloride | HCID 3007855 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Thieno(2,3-b)pyridine | HCID 289928 | — |
反応手順
To a vigorously stirred mixture of 2-nitrothiophene (J-1) (13 g, 0.1 mol) and concentrated hydrochloric acid (195 mL) was added tin (25 g) at 0° C. After most of the tin was dissolved, EtOH (70 mL) and anhydrous ZnCl2 (6 g) were added. The mixture was heated to 85° C., and then treated with malonaldehyde bis(diethyl acetal) (17.2 g, 0.078 mol) in EtOH (30 mL). The resulting reaction was maintained at 85° C. for 1 h, then poured onto ice (100 g), basified with NH3.H2O, and extracted with DCM (75 mL×3). The combined organic layers were concentrated and purified by chromatography on silica gel to give the title compound. MS (m/z): 135 (M)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08987269B2 |
|---|
| 出典データセット | uspto-grants-2015_03 |
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| ORD ID | ord-59cd0608282f4ffc97ada4ac6792a908 |
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| 出典メモ | uspto-grants-2015_03 |
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