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Updated: May 19, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-2-Amino-4-(3,3-dimethyl-2-oxobutyl-idene)-1-[2-(2-hy-droxy-eth-oxy)eth-yl]-6-methyl-1,4-dihydro-pyridine-3-carbo-
Abstract:
In the title compound, C(17)H(25)N(3)O(3), there are intra-molecular hydrogen bonds between an amine H atom and the ep-oxy O atom, and between a dihydro-pyridine ring H atom and the ketone O atom. In the crystal, mol-ecules are linked into a zigzag chain running parallel to the c axis by hydrogen bonds between the hy-droxy group and the ketone O atom. There are also weak C-H⋯O and C-H⋯π inter-actions which link the mol-ecules into sheets lying in the bc plane.
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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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Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
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Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
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