1H-Benzimidazole,1,6-dimethyl-(9CI)

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1H-Benzimidazole,1,6-dimethyl-(9CI) Basic information
Product Name:1H-Benzimidazole,1,6-dimethyl-(9CI)
Synonyms:1H-Benzimidazole,1,6-dimethyl-(9CI);1,6-diMethyl-1H-benzoiMidazole;1,6-diMethyl-1H-benzo[d]iMidazole;1,6-dimethylbenzimidazole;1H-Benzimidazole, 1,6-dimethyl-
CAS:10394-40-8
MF:C9H10N2
MW:146.19
EINECS:
Product Categories:BENZIMIDAZOLE
Mol File:10394-40-8.mol
1H-Benzimidazole,1,6-dimethyl-(9CI) Structure
1H-Benzimidazole,1,6-dimethyl-(9CI) Chemical Properties
Melting point 74-75 °C(Solv: ligroine (8032-32-4))
Boiling point 274.6±33.0 °C(Predicted)
density 1.09±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka5.67±0.10(Predicted)
AppearanceLight brown to brown Solid
Safety Information
MSDS Information
1H-Benzimidazole,1,6-dimethyl-(9CI) Usage And Synthesis
Synthesis
Benzenamine,  N,5-dimethyl-2-nitro-

65081-42-7

Trimethoxymethane

149-73-5

1H-Benzimidazole,1,6-dimethyl-(9CI)

10394-40-8

Step B: Preparation of 1,6-dimethyl-1H-benzo[d]imidazole: N,5-dimethyl-2-nitroaniline (20.2 g, 122 mmol), trimethyl orthoformate (133 mL, 1,216 mmol), 10% palladium carbon (6.47 g, 6.1 mmol) and p-toluenesulfonic acid monohydrate (2.31 g, 12.2 mmol) were dissolved in methanol ( 240 mL). The reaction system was placed under a hydrogen balloon at 1 atmosphere pressure and the reaction was stirred at room temperature for 5 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filter cake was washed with methanol (200 mL). The filtrates were combined and concentrated under reduced pressure. The concentrated residue was treated with saturated sodium bicarbonate solution (50 mL) and ethyl acetate (300 mL) to separate the organic layer. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 1,6-dimethyl-1H-benzo[d]imidazole (17.7 g, quantitative yield) as a solid.

References[1] Patent: WO2015/175845, 2015, A1. Location in patent: Paragraph 0307; 0394
1H-Benzimidazole,1,6-dimethyl-(9CI) Preparation Products And Raw materials
Raw materialsBenzenamine, N,5-dimethyl-2-nitro--->Trimethoxymethane-->Activated carbon-->p-Toluenesulfonic acid monohydrate-->Palladium-->Methanol-->Hydrogen
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