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HRID 2299145생성일: 2026년 10월 25일

2-Nitro-1H-benzimidazole → 2-Isopropyl-1H-benzo[d]imidazol-5-amine

https://huagongshe.com/reaction/2299145

반응식

참여 물질

역할이름HCID투입량
반응물2-Nitro-1H-benzimidazoleHCID 97234—
반응물2-Isopropyl-5-nitro-1H-benzo[d]imidazoleHCID 683202—
반응물4-Nitro-1,2-phenylenediamineHCID 5111791—
촉매PalladiumHCID 23938—
용매MethanolHCID 887—
용매Isobutyric AcidHCID 6590—
용매Ethyl AcetateHCID 8857—
생성물2-Isopropyl-1H-benzo[d]imidazol-5-amineHCID 82074992%

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US06495583B1
출처 데이터셋uspto-grants-2002_12
ORD IDord-d346906e4559426f87e40df4f4b6f597
출처 메모uspto-grants-2002_12