The pseudo-Michael reaction of 1-aryl-4,5-dihydro-1H-imidazol-2-amines with ethyl ethoxymethylenecyanoacetate

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The pseudo-Michael reaction of 1-aryl-4,5-dihydro-1H-imidazol-2-amines with ethyl ethoxymethylenecyanoacetate

ABSTRACT The pseudo-Michael reaction of 1-aryl-4,5-dihydro-1H-imidazol-2-amines with ethyl 2-cyano-3-methoxyprop-2-enoate (ethyl ethoxymethylenecyanoacetate) is investigated. At -10 °C reaction takes place on the exocyclic nitrogen atom, giving exclusively ethyl esters of 2-cyano-3-[(1-phenyl-4,5-dihydro-1H-imidazol-2-yl)amino]prop-2-enoic acid. The formation of isomeric enamines which may be a...

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In the cation of the title compound, C(12)H(15)N(4) (+)·C(7)H(6)NO(2) (-), the benzene ring makes dihedral angles of 30.51 (9) and 25.64 (9)° with the imidazole and imidazolinium rings, respectively. In the crystal, inter-molecular N-H⋯O and N-H⋯N hydrogen-bonding inter-actions link the mol-ecules into a three-dimensional network.

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In the present work, we have applied group quantitative structure–activity relationships (G-QSAR) for exploring the relationship between the structures of a new emerging family of 2-{[2-(1Himidazol-1-yl)ethyl]sulfanyl}-1H-benzimidazole derivatives and their antiprotozoal activities. We have developed descriptive models, in order to aid in further optimization and development of newer antiprotoz...

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In the mol-ecule of the title compound, C(8)H(9)N(3), a new imidazoline derivative, the six- and five-membered rings are slightly twisted away from each other, forming a dihedral angle of 7.96 (15)°. In the crystal structure, neighbouring mol-ecules are linked together by inter-molecular N-H⋯N hydrogen bonds into extended one-dimensional chains along the a axis. The pyridine N atom is in close ...

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Bis{μ-1-[(2-ethyl-1H-imidazol-1-yl)meth­yl]-1H-benzotriazole}bis­(iodido­cadmium)

The dinuclear title complex, [Cd(2)I(4)(C(12)H(13)N(5))(2)], lies on a crystallographic center of inversion. The Cd(II) atom is four-coordinated by two N atoms from two 1-[(2-ethyl-1H-imidazol-1-yl)meth-yl]-1H-benzotriazole (bmei) ligands and two terminal I atoms in a distorted tetra-hedral coordination environment. The Cd(II) atoms are connected to each other by two bridging bmei ligands. The ...

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ژورنال

عنوان ژورنال: Monatshefte für Chemie - Chemical Monthly

سال: 2013

ISSN: 0026-9247,1434-4475

DOI: 10.1007/s00706-013-0982-y