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CAS 1149-23-1

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Hantzsch ester

Description:
Hantzsch ester, known chemically as 1,3-dimethyl-4-(2,6-dimethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate, is a synthetic compound primarily used in organic chemistry as a versatile building block for various reactions, particularly in the synthesis of biologically active molecules. It is characterized by its dihydropyridine structure, which features a fused ring system that contributes to its reactivity. The compound is typically a yellow to orange solid at room temperature and is soluble in organic solvents such as ethanol and dichloromethane. Hantzsch ester is notable for its role in the Hantzsch reaction, where it is formed through the condensation of aldehydes, ammonia, and β-keto esters, leading to the production of dihydropyridines. This compound is also recognized for its ability to act as a reducing agent in various chemical transformations, making it valuable in synthetic organic chemistry. Its stability and reactivity make it a useful intermediate in the development of pharmaceuticals and agrochemicals.
Formula:C13H19NO4
InChI:InChI=1/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
InChI key:InChIKey=LJXTYJXBORAIHX-UHFFFAOYSA-N
SMILES:C(OCC)(=O)C=1CC(C(OCC)=O)=C(C)NC1C
Synonyms:
  • 1,4-Dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid diethyl ester
  • 1,4-Dihydro-3,5-dicarboxylic acid diethyl ester-2,6-dimethylpyridine
  • 2,6-Dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester
  • 2,6-Dimethyl-3,5-di(carboethoxy)-1,4-dihydropyridine
  • 2,6-Dimethyl-3,5-dicarbethoxy-1,4-dihydropyridine
  • 2,6-Dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridin
  • 2,6-Dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine
  • 3,5-Bis(ethoxycarbonyl)-1,4-dihydro-2,6-dimethylpyridine
  • 3,5-Bis(ethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine
  • 3,5-Dicarbethoxy-2,6-dimethyl-1,4-dihydropyridine
  • See more synonyms
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