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Updated: Jun 1, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
N,N'-Bis(4-chloro-phen-yl)naphthalene-1,4-dicarboxamide N,N-dimethyl-formamide disolvate
1School of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, People's Republic of China.
Abstract:
In the title compound, C(24)H(16)Cl(2)N(2)O(2)·2C(3)H(7)NO, the two C=O groups adopt an anti orientation. The two amide groups are twisted away from the naphthalene ring system by 59.10 (4) and 68.22 (4)°. The crystal packing is stabilized by N-H⋯O and C-H⋯O hydrogen bonds.
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The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
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The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
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