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Sodium Bicarbonate → 5-(Benzoxazol-2-yl)-1-n-butyl-2-methylbenzimidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Ethanimidic acid, methyl ester, hydrochloride (1:1) | HCID 10313100 | — |
| 反応物 | 2-(2-n-Butylaminoanilin-5-yl)benzoxazole | HCID 67498851 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 5-(Benzoxazol-2-yl)-1-n-butyl-2-methylbenzimidazole | HCID 67498029 | 90% |
反応手順
To a methanol (5 mL) solution of 2-(2-n-butylaminoanilin-5-yl)benzoxazole (see Working Example 74-2) (300 mg, 1.07 mmol) was added methyl acetimidate hydrochloride (175 mg, 1.60 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, saturated aqueous sodium hydrogen carbonate solution was added, and this was extracted with chloroform. After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. The crystals obtained were purified by silica gel column chromatography to yield the title compound (293 mg, 90% yield) as white crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829035B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-05e87679402e4f8594f18771b0703655 |
| 出典メモ | uspto-grants-2014_09 |