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ChemicalBook CAS DataBase List 1-(2-DIETHYLAMINO-ETHYL)-1H-BENZOIMIDAZOL-2-YLAMINE

1-(2-DIETHYLAMINO-ETHYL)-1H-BENZOIMIDAZOL-2-YLAMINE synthesis

5synthesis methods
-

Yield:38652-79-8 64%

Reaction Conditions:

with potassium carbonate;potassium hydroxide in acetone; for 3 h;Reflux;

Steps:

6.1.1.1 Method A (compounds 8a-f,l-o)

General procedure: A mixture of 2-aminobenzimidazole 7 (1.33 g, 10.0 mmol), 10.0 mmol of the proper alkyl halide, 1.0 g of finely powdered KOH mixed with 2.0 g of anhydrous K2CO3 and acetone (50 mL) was heated at reflux for 3 h, with stirring. The solvent was removed in vacuo and the residue was partitioned between water (100 mL) and CH2Cl2 (100 mL), and the aqueous phase was further extracted twice with CH2Cl2. The combined extracts, dried over anhydrous Na2SO4, after removal of solvent afforded an oily or solid residue which was treated with a small amount of ethyl ether to give compounds 8a-e,l-o as whitish solids which were crystallized from the proper solvent. Only in the case of compound 8f, a preliminary purification by column chromatography [SiO2/ethyl acetate-acetone (1:1)] was necessary to obtain a crystalline compound.

References:

Di Braccio, Mario;Grossi, Giancarlo;Signorello, Maria Grazia;Leoncini, Giuliana;Cichero, Elena;Fossa, Paola;Alfei, Silvana;Damonte, Gianluca [European Journal of Medicinal Chemistry,2013,vol. 62,p. 564 - 578]

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