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HRID 2299145作成日:2026年10月26日

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

https://huagongshe.com/reaction/2299145

反応式

関与物質

役割名称HCID仕込み量
反応物2-Nitro-1H-benzimidazoleHCID 97234—
反応物2-Isopropyl-5-nitro-1H-benzo[d]imidazoleHCID 683202—
反応物4-Nitro-1,2-phenylenediamineHCID 5111791—
触媒PalladiumHCID 23938—
溶媒MethanolHCID 887—
溶媒Isobutyric AcidHCID 6590—
溶媒Ethyl AcetateHCID 8857—
生成物2-Isopropyl-1H-benzo[d]imidazol-5-amineHCID 82074992%

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 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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06495583B1
出典データセットuspto-grants-2002_12
ORD IDord-d346906e4559426f87e40df4f4b6f597
出典メモuspto-grants-2002_12