5-Methoxy-1H-benzoimidazol-2-ylamine

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5-Methoxy-1H-benzoimidazol-2-ylamine Basic information
Product Name:5-Methoxy-1H-benzoimidazol-2-ylamine
Synonyms:5-METHOXY-1H-BENZIMIDAZOLE-2-AMINE;5-METHOXY-2-AMINOBENZIMIDAZOLE;2-Amino-5-methoxybenzimidazole;5-Methoxy-1H-benzimidazole-2-ylamine;Ccris 4357;5-Methoxy-1H-benzimidazol-2-amine;1H-Benzimidazol-2-amine,5-methoxy-(9CI);6-methoxy-1H-Benzimidazol-2-amine
CAS:6232-91-3
MF:C8H9N3O
MW:163.18
EINECS:
Product Categories:BENZIMIDAZOLE
Mol File:6232-91-3.mol
5-Methoxy-1H-benzoimidazol-2-ylamine Structure
5-Methoxy-1H-benzoimidazol-2-ylamine Chemical Properties
Boiling point 400.6±37.0 °C(Predicted)
density 1.344±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka10.33±0.10(Predicted)
form Solid
color Brown to Dark Brown
Safety Information
MSDS Information
5-Methoxy-1H-benzoimidazol-2-ylamine Usage And Synthesis
Chemical PropertiesBlack Solid
UsesHeterocyclic amine with possible mutagenic properties.
Synthesis
N-Cyano-N-phenyl-p-toluenesulfonaMide

55305-43-6

4-METHOXY-O-PHENYLENEDIAMINE

102-51-2

5-METHOXY-1H-BENZOIMIDAZOL-2-YLAMINE

6232-91-3

GENERAL METHOD: To a tetrahydrofuran (THF, 6 mL) solution of 4-methoxy-o-phenylenediamine (400 mg, 3.67 mmol) and N-cyano-4-methyl-N-phenylbenzenesulphonamide (998 mg, 3.67 mmol) was slowly added a hexane solution of 1 M lithium bis(trimethylsilyl)amide (LiHMDS) at 0°C (3.67 mL, 3.67 mL 3.67 mmol). The reaction mixture was stirred at 0°C to room temperature (rt) for 1 hour. Subsequently, the reaction mixture was poured into ice water and stirring was continued for 15 min. The reaction mixture was extracted with ethyl acetate (EtOAc) and the organic layer was separated. The organic layer was washed with saturated brine solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford pure 5-methoxy-1H-benzimidazol-2-amine in 90% yield (471 mg).

References[1] Synlett, 2015, vol. 26, # 7, p. 897 - 900
5-Methoxy-1H-benzoimidazol-2-ylamine Preparation Products And Raw materials
Raw materialsN-Cyano-N-phenyl-p-toluenesulfonaMide-->4-Methoxy-o-phenylenediamine-->Lithium bis(trimethylsilyl)amide-->Hexane-->Tetrahydrofuran
Tag:5-Methoxy-1H-benzoimidazol-2-ylamine(6232-91-3) Related Product Information
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