Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2-Nitro-1H-benzimidazole → 2-Isopropyl-1H-benzo[d]imidazol-5-amine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2-Nitro-1H-benzimidazole | HCID 97234 | — |
| 반응물 | 2-Isopropyl-5-nitro-1H-benzo[d]imidazole | HCID 683202 | — |
| 반응물 | 4-Nitro-1,2-phenylenediamine | HCID 5111791 | — |
| 촉매 | Palladium | HCID 23938 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | Isobutyric Acid | HCID 6590 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 2-Isopropyl-1H-benzo[d]imidazol-5-amine | HCID 820749 | 92% |
반응 단계
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 MeOH 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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06495583B1 |
| 출처 데이터셋 | uspto-grants-2002_12 |
| ORD ID | ord-d346906e4559426f87e40df4f4b6f597 |
| 출처 메모 | uspto-grants-2002_12 |