These common heterocyclic compound, 5993-91-9, name is (1H-Benzo[d]imidazol-2-yl)methanamine dihydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of (1H-Benzo[d]imidazol-2-yl)methanamine dihydrochloride
a Methyl (+-)-7-[[[(2-benzimidazolyl)methyl]amino]carbonyl]-4-methyl-3-oxo-2,3,4,5 -tetrahydro-1H-1,4-benzodiazepine-2-acetate A mixture of methyl (+-)-7-carboxy-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2-acetate (0.57 g, 1.82 mmol) and thionyl chloride (15 mL) was refluxed for 1 h. The resulting orange solution was concentrated to dryness to leave a yellow-orange foam. This was dissolved in CH2Cl2 (10 mL) and added dropwise to a solution containing 2-(aminomethyl)benzimidazole dihydrochloride (1.2 g, 5.46 mmol), pyridine (0.72 g, 9.1 mmol), and triethylamine (0.55 g, 5.46 mmol) in CH2Cl2 (15 mL) at 0 C. under argon. The reaction mixture was then stirred in RT under argon. After 25.5 h, CH2Cl2 (200 mL) and 5% NaHCO3 (50 mL) were added to the reaction mixture to give a light yellow precipitate which was filtered and air-dried to give the title compound (0.11 g, 14%). The filtrate was separated and the organic layer was washed sequentially with 5% NaHCO3 (50 mL) and H2O (50 mL), then was concentrated on the rotavap. After trituration with CH2Cl2 and air-drying, a yellowish solid was collected to yield more of the title compound (0.35 g, 45%).
The synthetic route of (1H-Benzo[d]imidazol-2-yl)methanamine dihydrochloride has been constantly updated, and we look forward to future research findings.