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Hydrochloric Acid → 3-[(2-Aminothiazol-5-yl)thio]benzoic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 1,4-Dioxane | HCID 31275 | — |
| 反応物 | Benzoic acid, 3-mercapto- | HCID 95737 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 反応物 | 5-Bromo-1,3-thiazol-2-amine--hydrogen chloride (1/1) | HCID 22170392 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-[(2-Aminothiazol-5-yl)thio]benzoic acid ethyl ester | HCID 86759383 | 75% |
反応手順
A 4.37 M solution of sodium methoxide in methanol (10 mL, 43.7 mmol) was added dropwise to a stirred suspension of 2-amino-5-bromothiazole hydrochloride (2.16 g, 10 mmol) and 3-carboxythiophenol (1.85 g, 12 mmol) in methanol (75 mL) at 0-5° C. The solution was allowed to warm to rt. for 2 h and a 4 M solution of hydrogen chloride in dioxane (15 mL, 60 mmol) was added. The suspension was stirred at rt. overnight and concentrated. The crude residue was diluted with satd. aqueous sodium bicarbonate solution (50 mL). The precipitated solid was filtered and washed with water (20 mL, 5×) and ether (20 mL, 5×). The solid was filtered and dried in vacuo at 60° C. to obtain the titled compound (1.97 g, 75%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06706717B2 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-8ac3bf7b1da540dd963f8322954ff904 |
| 出典メモ | uspto-grants-2004_03 |