Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Synonym(s):Hantzsch ester

CAS NO.：1149-23-1
Empirical Formula: C13H19NO4
Molecular Weight: 253.29
MDL number: MFCD00005951
EINECS: 214-561-6
SAFETY DATA SHEET (SDS)
Update Date: 2025-01-27 09:38:02

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate Structural

What is Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate?

Chemical properties

Light green solid

The Uses of Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is a hydrogen source in conjugate reduction and organocatalytic reductive amination. It is used as a hydrogen source in organocatalytic reductive amination and conjugate reduction.

The Uses of Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

3,5-Dicarboethoxy-2,6-dimethyl-1,4-dihydropyridine is a dihydropyridine derivative that have been tested for antimicrobial activities.

What are the applications of Application

Diludine is a hydrogen source in conjugate reduction and organocatalytic reductive amination

What are the applications of Application

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (DTP) was used to study the mechanism of electrochemical oxidation of DTP in ethanol/water solutions on a glassy carbon electrode.

Hazard

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Toxicology

rat LD50 intraperitoneal >16 gm/kg
mouse LD50 oral >32 gm/kg
mouse LD50 intraperitoneal >30 gm/kg
dog LD50 oral >12 gm/kg

Synthesis

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is prepared by the reaction of formaldehyd and ethyl acetoacetate in the presence of an inert gas.

Purification Methods

recrystallization from EtOH or flash chromatography with petroleum/ethyl acetate (7:3)

Properties of Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Melting point:	178-183 °C(lit.)
Boiling point:	351.8±42.0 °C(Predicted)
Density	1.104±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Soluble in organic solvents.
form	Solid
pka	3.50±0.70(Predicted)
color	Yellow
λmax	374nm(EtOH)(lit.)
InChI	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
CAS DataBase Reference	1149-23-1(CAS DataBase Reference)

Safety information for Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.