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Names | |
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Other names Diludine, 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid diethyl ester | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.013.237![]() |
EC Number |
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Properties | |
C13H19NO4 | |
Molar mass | 253.298 g·mol−1 |
Appearance | colorless solid |
Melting point | 182–183 °C (360–361 °F; 455–456 K) |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). |
Hantzsch ester refers to anorganic compound with the formula HN(MeC=C(CO2Et))2CH2 where Me =methyl (CH3) and Et = ethyl (C2H5). It is a light yellow solid. The compound is a1,4-dihydropyridine. It is named afterArthur Rudolf Hantzsch who described its synthesis in 1881. The compound is a hydride donor, e.g., for reduction ofimines toamines. It is a synthetic analogue ofNADH, a naturally occurring dihydropyridine.[1]
Hantzsch ester can be made with aHantzsch pyridine synthesis whereformaldehyde, two equivalents ofethyl acetoacetate andammonium acetate are combined to afford the product in high yield.[2]
As confirmed byX-ray crystallography, Hantzsch ester has a planar C5N core.[3]