Hantzsch ester

Hantzsch ester
Names
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 Edit this at Wikidata
EC Number
  • 214-561-6
UNII
  • InChI=1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3
    Key: LJXTYJXBORAIHX-UHFFFAOYSA-N
  • CCOC(=O)C1=C(NC(=C(C1)C(=O)OCC)C)C
Properties
C13H19NO4
Molar mass 253.298 g·mol−1
Appearance white or colorless solid
Melting point 182–183 °C (360–361 °F; 455–456 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hantzsch ester refers to an organic 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 an example of a 1,4-dihydropyridine. It is named after Arthur Rudolf Hantzsch who described its synthesis in 1881. The compound is a hydride donor, e.g., for reduction of imines to amines. It is a synthetic analogue of NADH, a naturally occurring dihydropyridine.[1]

  1. ^ Bechara, William S.; Charette, André B.; Na, Risong; Wang, Wenliang; Zheng, Chao (2020). "Diethyl 1,4-Dihydro-2,6-dimethyl-3,5-Pyridinedicarboxylate". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn01318. ISBN 978-0471936237.