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2-Nitro-1H-benzimidazole → 2-Isopropyl-1H-benzo[d]imidazol-5-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Nitro-1H-benzimidazole | HCID 97234 | — |
| 反応物 | 2-Isopropyl-5-nitro-1H-benzo[d]imidazole | HCID 683202 | — |
| 反応物 | 4-Nitro-1,2-phenylenediamine | HCID 5111791 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Isobutyric Acid | HCID 6590 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-Isopropyl-1H-benzo[d]imidazol-5-amine | HCID 820749 | 92% |
反応手順
A solution of 4-nitro-1,2-phenylenediamine (0.9 g, 5.9 mmol) in 5 ml of isobutyric acid was stirred at reflux for 12 h. The reaction mixture was concentrated in vacuo to yield a dark brown residue, which was dissolved in 100 ml of EtOAc and washed with aqueous NaHCO3. Organic layer was dried over MgSO4 and concentrated in vacuo, yielding an oil which was characterized as 2-isopropyl-5-nitrobenzimidazole and subjected to a following reaction without further purification. The nitrobenzimidazole and 50 mg of 10% Pd—C were dissolved in 100 ml of MeOR and stirred for 12 h under H2. The reaction mixture was filtered and concentrated in vacuo, yielding 0.95 g (5.4 mmol, 92%) of the desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06316637B1 |
| 出典データセット | uspto-grants-2001_11 |
| ORD ID | ord-a0acbcf57354477087623ad8fa15df60 |
| 出典メモ | uspto-grants-2001_11 |