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Chloroacetic Acid → 2-(Chloromethyl)-1-methylbenzimidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chloroacetic Acid | HCID 300 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Benzenamine, N-methyl-2-nitro- | HCID 69157 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-(Chloromethyl)-1-methylbenzimidazole | HCID 248044 | 77.9% |
反応手順
To a pressure reaction bottle was added 4 g N-methyl-2-nitroaniline, 0.44 g 5% palladium on carbon, and 100 ml ethanol. The mixture was hydrogenated at 22 C and 40 psi hydrogen for 2 hours. Following filtration through celite, and solvent removal, a dark red oil was obtained. To this oil was added 3.7 g chloroacetic acid and 40 ml 5M hydrochloric acid. After refluxing under nitrogen for 2.5 hours, the mixture was cooled to 22 C, diluted with 200 ml water, and neutralized with solid sodium bicarbonate. The resulting solid was filtered, washed with water and dried giving 3.7 g gray solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07538931B2 |
| 出典データセット | uspto-grants-2009_05 |
| ORD ID | ord-85cb25830ff741ebbf8f07b571cd5dc8 |
| 出典メモ | uspto-grants-2009_05 |