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HRID 2186100作成日:2026年10月27日

2-Nitro-1H-benzimidazole → 2-cyclopropyl-1H-benzimidazol-5-amine

https://huagongshe.com/reaction/2186100

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4-Nitro-1,2-phenylenediamineHCID 5111791—
反応物2-cyclopropyl-5-nitro-1H-1,3-benzodiazoleHCID 16227522—
触媒PalladiumHCID 23938—
溶媒MethanolHCID 887—
溶媒Ethyl AcetateHCID 8857—
溶媒Cyclopropanecarboxylic acidHCID 15655—
生成物2-cyclopropyl-1H-benzimidazol-5-amineHCID 1837986375%

反応手順

A solution of 4-nitro-1,2-phenylenediamine (1.0 g, 6.6 mmol) in 15 ml of cyclopropanecarboxylic acid was stirred at reflux for 12 h. The reaction mixture was concentrated in vacuo to yield a oil, 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-cyclopropyl-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 to provide 0.87 g (4.9 mmol, 75%) of the desired product.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06403626B1
出典データセットuspto-grants-2002_06
ORD IDord-9d96029f3b19435ca8204604763e09ff
出典メモuspto-grants-2002_06