Synthesis, characterization and structural conformation studies of 2-amino-3-ethoxycarbonyl-4-(4'-methoxy phenyl)-4H-pyrano-3,2-c]-chromene-6-methyl-5-one

Naveen, S. and Lakshmi, S. and Manvar, Dinesh and Parecha, Alpesh and Shah, Anamik and Sridhar, M. Anandalwar and Shashidhara Prasad, J. (2007) Synthesis, characterization and structural conformation studies of 2-amino-3-ethoxycarbonyl-4-(4'-methoxy phenyl)-4H-pyrano-3,2-c]-chromene-6-methyl-5-one. JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 37 (11). pp. 733-738.

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2-amino-3-ethoxycarbonyl-4-(4'-methoxy Phenyl)-4H-pyrano-3,2-c]-chromene-6-methyl-5-one was synthesized by the two-component reaction of 6-methyl-4-hydroxy coumarin with 4'-methoxy-2-cyano cinnamate, which was synthesized by Knoevenagel reaction with 88% yield. The compound obtained was characterized by spectroscopic techniques and confirmed by X-ray crystallographic studies. The crystallographic data analysis reveals that the title compound crystallizes in the triclinic space group P(-)1 with cell parameters a = 7.7750(8) angstrom, b = 9.0310(6) angstrom, c = 15.6120(17) angstrom, alpha= 77.249(7)degrees, beta= 115.860(3)degrees, gamma= 70.139(7)degrees, V = 1,003.0(16) angstrom(3) for Z = 4. The structure has been solved by direct methods and refined to R1 = 0.0552 for 3,164 observed reflections with I > 2 sigma(I). The pyran ring is in a flattened boat conformation. The carbonyl group is oriented in a -synperiplanar(cis) conformation.

Item Type: Article
Uncontrolled Keywords: Knoevenagel reaction; crystal structure; flattened boat; hydrogen bonds
Subjects: Physical Sciences > Physics
Divisions: PG Campuses > Manasagangotri, Mysore > Physics
Depositing User: Users 7 not found.
Date Deposited: 04 Apr 2013 07:06
Last Modified: 02 Sep 2013 07:54

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