Synthesis, Characterization, Crystal and Molecular Structure Analysis of 2,6-Dimethyl-3-acetyl-5-carbomethoxy-4-(3-nitrophenyl)-1,4-dihydropyridine.

Autor:	Priti Adlakha, S. Naveen, S. Lakshmi, Atul Manvar, Denish Karia, Anamik Shah, M. Sridhar, J. Shashidhara Prasad
Předmět:	COMPLEX compounds synthesis MOLECULAR structure DIHYDROPYRIDINE SOLVENTS MICROWAVES X-ray diffraction CARBONYL compounds
Zdroj:	Journal of Chemical Crystallography; Jun2009, Vol. 39 Issue 6, p389-394, 6p
Abstrakt:	Abstract  A novel unsymmetrical dihydropyridine, possessing carboxymethyl and carbomethoxy groups at C(3) and C(5), respectively, has been produced using a modified Hantzsch synthesis, under solvent free conditions, in a domestic microwave oven. The product obtained was characterized by spectroscopic techniques and finally confirmed by X-ray diffraction studies. The title compound C17H18N2O5 crystallizes in the monoclinic system in the space group P21/c with cell parameters a = 12.860(2) à , b = 7.4950(6) à , c = 16.734(3) à , β = 94.436(3)°, Z = 4 and V = 1608.1(4) à 3. The 1,4-dihydropyridine ring in the structure is in a flattened boat conformation. The molecule possesses a chiral center at C4. The 3-nitrophenyl ring is nearly orthogonal to the 1,4-dihydropyridine ring. The carbonyl groups at C3 and C5 are oriented in −antiperiplanar and 댩뢩閩 conformations, respectively. The structure exhibits both inter and intramolecular hydrogen bonds of the type N–H···O and C–H···O. Index Abstract  A novel unsymmetrical dihydropyridine, possessing carboxymethyl and carbomethoxy groups at C(3) and C(5) respectively, has been produced using a modified Hantzsch synthesis, under solvent free conditions, in a domestic microwave oven. The product obtained was characterized by spectroscipic techniques and finally confirmed by X-ray diffraction studies. The title compound C17H18N2O5 crystallizes in the monoclinic system in the space group P21/c with cell parameters a  =  12.860(2) à , b  =  7.4950(6) à , c  =  16.734(3) à , β = 94.436(3)°, Z = 4 and V = 1608.1(4) à 3. The 1,4-dihydropyridine ring in the structure is in a flattened boat conformation. The molecule possesses a chiral center at C(4). The 3-nitrophenyl ring is nearly orthogonal to the 1,4-dihydropyridine ring. The carbonyl groups at C(3) and C(5) are oriented in −antiperiplanar and 댩뢩閩 conformations respectively. The structure exhibits both inter and intramolecular hydrogen bonds of the type N–H···O and C–H···O. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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