oa South African Journal of Chemistry - The efficient synthesis of 2-arylamino-2-imidazolines, 2-heteroaryl-substituted benzimidazoles, and their morpholin-4-ylmethyl derivatives
|Article Title||The efficient synthesis of 2-arylamino-2-imidazolines, 2-heteroaryl-substituted benzimidazoles, and their morpholin-4-ylmethyl derivatives|
|© Publisher:||South African Chemical Institute (SACI)|
|Journal||South African Journal of Chemistry|
|Publication Date||Jan 2002|
|Pages||119 - 123|
|Keyword(s)||2-arylamino-2-imidazolines, 2-Substituted benzimidazoles, Dimethyl aryldithioimido-carbonates and Imine-enamine tautomerization|
2-Heteroaryl-substituted 1H-benzimidazoles were synthesized in good yields by heating the HSO3 adducts of heteroaromatic aldehydes with o-phenylenediamine in DMF under reflux. This procedure is more general and shorter than earlier methods. 2-Arylamino-2-imidazolines were prepared by heating dimethyl aryldithioimidocarbonates and ethylenediamine under reflux. The imine-enamine tautomerization of 2-arylamino-2-imidazolines was investigated by means of 1H-NMR spectroscopy. Morpholin-4-ylmethyl derivatives of the benzimidazole and imidazoline products were synthesized regioselectively by treatment with morpholine and formaldehyde.
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