Dimethyl 4-(4-formylphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
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چکیده
The title compound, C(18)H(19)NO(5), is a product of the Hantzsch reaction of p-phthalaldehyde, methyl acetoacetate, and ammonium acetate. The 1,4-dihydro-pyridine ring of the mol-ecule adopts a flattened boat conformation. The benzene ring is almost perpendicular to the 1,4-dihydro-pyridine ring; the plane through the six C atoms of the benzene ring and the plane through the four C atoms that form the base of the boat-shaped 1,4-dihydro-pyridine ring (excluding the ring N atom and the opposite ring C atom) make a dihedral angle of 87.60 (3)°. Inter-molecular N-H⋯O hydrogen bonds result in the formation of extended chains along the a axis.
منابع مشابه
Diethyl 2,6-dimethyl-4-[5-(4-methylphenyl)-1H-pyrazol-4-yl]-1,4-dihydropyridine-3,5-dicarboxylate
In the title compound, C23H27N3O4, the dihydro-pyridine ring adopts a (1,4)B conformation. Intra-molecular C-H⋯O contacts occur. In the crystal, N-H⋯O and N-H⋯N hydrogen bonds and C-H⋯N contacts connect the mol-ecules into strands along the a-axis direction.
متن کاملDimethyl 2,6-dimethyl-4-(3-phenyl-1H-pyrazol-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate
In the title compound, C(20)H(21)N(3)O(4), the 1,4-dihydro-pyridine ring adopts a boat conformation. An intra-molecular C-H⋯O hydrogen bond generates an S(6) ring motif. The pyrazole ring makes dihedral angles of 87.81 (7) and 45.09 (7)° with the mean plane of the 1,4-dihydro-pyridine ring and the phenyl ring, respectively. In the crystal, mol-ecules are linked by N-H⋯N, N-H⋯O and C-H⋯O hydroge...
متن کاملDiethyl 2,6-dimethyl-4-p-tolyl-1,4-dihydropyridine-3,5-dicarboxylate
In the title compound, C(20)H(25)NO(4), the 1,4-dihydro-pyridine ring adopts a flattened-boat conformation and forms a dihedral angle of 89.77 (8)° with the benzene ring. Inter-molecular N-H⋯O hydrogen bonds result in the formation of extended chains parallel to the b axis.
متن کاملDiethyl 2,6-dimethyl-4-(4-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylate
In the title compound, C(18)H(22)N(2)O(4), the dihedral angle between the two rings is 87.90 (6)°. The mean devation of the atoms in the dihydropyridine plane is 0.082 (3) Å. In the crystal, mol-ecules are linked by inter-molecular N-H⋯N hydrogen bonds, generating chains.
متن کاملDiethyl 4-(4-acetamidophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
The title compound, C(21)H(26)N(2)O(5), was unexpectedly obtained as a by-product in the reaction of ethyl acetoacetate, 4-acetamido-benzaldehyde and urea under microwave irradiation. The dihydro-pyridine ring assumes a flattened boat conformation. Inter-molecular N-H⋯O and weak C-H⋯O hydrogen bonding occurs in the crystal.
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