関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Methoxyacetic Acid | HCID 12251 | — |
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | Thiosemicarbazide | HCID 2723789 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 5-(Methoxymethyl)-1,3,4-thiadiazol-2-amine | HCID 660844 | 81% |
反応手順
To a suspension of thiosemicarbazide a24 (40 g, 0.44 mol, 1 eq) in dioxane (400 ml) at room temperature is added methoxyacetic acid (39.56 g, 0.44 mol, 1 eq) in one portion, and the reaction mixture is heated at 80° C. then phosphorous oxychloride (67.54 g, 0.44 mol, 1 eq) is carefully added over 1.5 hours. After reaction completion (4 hours), water is added and the solution is neutralised to pH=6-7 with sodium hydroxyde pellets. After extraction EtOAc/iPrOH (9/1) and evaporation under vacuum, the residue is recrystallized from MeTHF/iPrOH to afford 51 g of pure 5-(methoxymethyl)-1,3,4-thiadiazol-2-amine a25.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08822508B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-06c0c059141a44578f5004c4a2aa0a42 |
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| 出典メモ | uspto-grants-2014_09 |
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