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

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.

pka

3.50±0.70(Predicted)

form 

Solid

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

InChIKey

LJXTYJXBORAIHX-UHFFFAOYSA-N

SMILES

C1(C)NC(C)=C(C(OCC)=O)CC=1C(OCC)=O

CAS DataBase Reference

1149-23-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

2

RTECS 

US7970100

HS Code 

29333990

Toxicity

LD50 oral in dog: > 12gm/kg

MSDS

• Language:English Provider:SigmaAldrich

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

Chemical Properties

Light green solid

Uses

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.

Uses

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

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.

Synthesis

Hantzsch Dihydropyridine (Pyridine) Synthesis reaction allows the preparation of dihydropyridine derivatives by condensation of an aldehyde with two equivalents of a β-ketoester in the presence of ammonia. Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate can be produced by using this method.

Purification Methods

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

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate(1149-23-1)Related Product Information

• Dimethyl carbonate
• Dacthal
• Ethylene glycol diethyl ether
• Pyridine hydrobromide
• 2,6-Lutidine
• Dimethyl phthalate
• Dimethyl sulfate
• N,N-Dimethylformamide
• Quinolinic acid
• Dimethyl fumarate
• Dimethyl sulfoxide
• Dimethyl disulfide
• 2,5-PYRIDINEDICARBOXYLIC ACID
• Mefenpyr-diethyl
• Diethyl oxalate
• Diethyl malonate
• Dimethyl ether
• ETHANE