ChemicalBook CAS DataBase List 5-CHLORO-2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE

5-CHLORO-2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE synthesis

6synthesis methods

Product Name:5-CHLORO-2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE
CAS Number:91437-83-1
Molecular formula:C14H11ClN2O
Molecular Weight:258.7

123-11-5 Synthesis

123-11-5
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95-83-0
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5-CHLORO-2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE

91437-83-1
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Yield:91437-83-1 93%

Reaction Conditions:

with decylbenzenesulfonic acid;iodine in water at 20; for 5 h;Green chemistry;chemoselective reaction;

Steps:

General procedure for the syntheses of 2-substituted benzimidazoles

General procedure: To a solutionof DBSA (0.05 mmol) in H2O (2 mL) were added an amine (0.5 mmol) andiodine (0.05 mmol). An aldehyde (0.5 mmol) was added portionwise at roomtemperature. The reaction was stirred at room temperature for several hours(see Table 3). The progress of the reaction was monitored by TLC. Thecompletion of the reaction was indicated by separation of the organic phasefrom aqueous media. The aqueous layer was decanted. The organic part wastaken in ethyl acetate, washed with saturated NaHCO3, water, brine and thendried over anhydrous Na2SO4. The organic layer was concentrated and purifiedby silica gel chromatography.

References:

Kumar, Vikash;Khandare, Dipratn G.;Chatterjee, Amrita;Banerjee, Mainak [Tetrahedron Letters,2013,vol. 54,# 40,p. 5505 - 5509]

637-69-4 Synthesis