Diethyl pyridine-2,3-dicarboxylate supplier

Name
Diethyl pyridine-2,3-dicarboxylate
EINECS
CAS No. 2050-22-8
Article Data19
CAS DataBase
Density 1.165 g/cm³
Solubility
Melting Point
Formula C₁₁H₁₃NO₄
Boiling Point 295.8 °C at 760 mmHg
Molecular Weight 223.229
Flash Point 132.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms 2,3-Pyridinedicarboxylicacid, diethyl ester (6CI,8CI,9CI);Diethyl 2,3-pyridinedicarboxylate;Diethylquinolinate;Quinolinic acid diethyl ester;
PSA 65.49000
LogP 1.43500

Synthetic route

: 89-00-9
Pyridine-2,3-dicarboxylic acid

: 64-17-5
ethanol

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100℃; for 120h;	91.8%
With sulfuric acid at 100℃; for 12h; Sealed tube;	90%
With sulfuric acid at 19℃; for 17.5h; Fischer esterification; Reflux; Inert atmosphere; Large scale reaction;	78%

: 2402-77-9
2,3-dichloro-pyridine

: 64-17-5
ethanol

: 201230-82-2
carbon monoxide

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; sodium acetate; palladium diacetate at 160℃; under 11250.9 Torr; for 3h; Carboxylation;	85%

...Expand

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 2450-71-7
Propargylamine

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With dihydrogen peroxide In ethanol at 65℃; for 12h; Temperature;	82%

aminodiester: aminodiester

acrolein monomer: acrolein monomer

: 36016-13-4
diethyl 2-aminofumarate

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In butan-1-ol	72.3%

...Expand

acrolein monomer: acrolein monomer

: 36016-13-4
diethyl 2-aminofumarate

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In butan-1-ol	72.3%

: C11H15NO4

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
In nitrobenzene at 190℃; for 5h; Green chemistry;	56%

: 64-17-5
ethanol

quinolinic acid α-ethyl ester-β chloride: quinolinic acid α-ethyl ester-β chloride

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

ethanolic HCl: ethanolic HCl

: 89-00-9
Pyridine-2,3-dicarboxylic acid

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With hydrogenchloride; toluene-4-sulfonic acid In EtOAC; ethanol

: 79-37-8
oxalyl dichloride

concentrated NH4 OH: concentrated NH4 OH

NH4 OCOCH3: NH4 OCOCH3

: 109-92-2
ethyl vinyl ether

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 108-56-5
diethyl oxaloacetate

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid; triethylamine In ethanol; water; 1,2-dichloro-ethane

...Expand

: 55155-23-2
2,3-pyridinedicarboxylic acid chloride

: 64-17-5
ethanol

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
for 1h; Reflux;

: 89-00-9
Pyridine-2,3-dicarboxylic acid

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / 2 h / Reflux 2: 1 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: acetic anhydride / 4 h / 115 °C 2: sulfuric acid / 16 h / Reflux View Scheme

: 699-98-9
Pyridine-2,3-dicarboxylic anhydride

: 64-17-5
ethanol

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With sulfuric acid for 16h; Reflux;	11.39 g

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 74-88-4
methyl iodide

: 1381866-76-7
2,3-diethoxycarbonyl-1-methylpyridinium iodide

Conditions

Conditions	Yield
at 20℃; for 96h;	87%

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 114526-80-6
1-oxy-pyridine-2,3-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃;	77%
With sulfuric acid; dihydrogen peroxide; acetic acid In dichloromethane

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 123-25-1
succinic acid diethyl ester

: 39713-32-1
diethyl 5,8-dihydroxyquinoline-6,7-dicarboxylate

Conditions

Conditions	Yield
With sodium ethanolate In ethanol; toluene Heating / reflux;	77%
With sodium ethanolate In ethanol; toluene at 16 - 80℃; Claisen condensation; Inert atmosphere; Large scale reaction;
With sodium ethanolate In ethanol

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 73183-34-3
bis(pinacol)diborane

: C17H24BNO6

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 8-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-one; potassium tert-butylate In tetrahydrofuran at 80℃; for 12h; Reagent/catalyst; Glovebox; Sealed tube; regioselective reaction;	72%

: 86386-65-4
1-[(4-fluorophenyl)methyl]-2,5-pyrrolidinedione

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 684284-29-5
7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione

Conditions

Conditions	Yield
With sodium methylate In tetrahydrofuran for 24h; Dieckmann condensation; Heating;	66%
With sodium hydride In tetrahydrofuran; methanol for 24h; Heating / reflux;	66%

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

A: 4663-93-8
pyridine-2,3-dicarbaldehyde

B: 21908-07-6
2-formyl-3-pyridinecarboxylic acid ethyl ester

Conditions

Conditions	Yield
With diisobutylaluminium hydride In hexane; toluene at -70℃; for 0.333333h;	A 16.5% B 37.5%

: 75-09-2
dichloromethane

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 21908-07-6
2-formyl-3-pyridinecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In diisobutylaluminium hydride; ethyl acetate; toluene	36.8%

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 5657-51-2
7H-furo[3,4-b]pyridin-5-one

Conditions

Conditions	Yield
With sodium tetrahydroborate; calcium chloride In ethanol at 0℃; for 2.5h;	25%

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 100-37-8
2-(Diethylamino)ethanol

: pyridine-2,3-dicarboxylic acid bis-(2-diethylamino-ethyl ester)

Conditions

Conditions	Yield
With sodium 2-(diethylamino)ethanolate under 70 Torr;

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 45754-12-9
2,3-bis(chloromethyl)-pyridine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether Erwaermen des Reaktionsprodukts mit Thionylchlorid;

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 99319-04-7
d,l-cis-piperidine-2,3-dicarboxylic acid,diethyl ester

Conditions

Conditions	Yield
With nickel; methyl cyclohexane at 100℃; under 110326 - 220652 Torr; Hydrogenation;
With nickel kieselguhr-catalyst; methyl cyclohexane at 150℃; under 110326 - 220652 Torr; Hydrogenation;
With 1,4-dioxane; nickel at 125℃; under 110326 - 220652 Torr; Hydrogenation;

: 111-87-5
octanol

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 2-octyl-3-ethyl pyridinedicarboxylate

Conditions

Conditions	Yield
With 4 A molecular sieve In di-isopropyl ether at 60℃; for 240h;	90 % Chromat.

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 583-61-9
2,3-Lutidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium alanate; diethyl ether / Erwaermen des Reaktionsprodukts mit Thionylchlorid 2: palladium/calcium carbonate; methanol / Hydrogenation View Scheme

CH2l2radient: CH2l2radient

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 21908-07-6
2-formyl-3-pyridinecarboxylic acid ethyl ester

Conditions

Conditions	Yield
With diisobutylaluminium hydride In EtOAC; toluene

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 865-47-4
potassium tert-butylate

: 122008-12-2
3,3,3-trifluoro-2-amino-2-methylpropionamide

: 122007-89-0
2-(5-methyl-5-trifluoromethyl-1H-imidazol-4-on-2-yl)pyridine-3carboxylic acid

Conditions

Conditions	Yield
In water; toluene

...Expand

silver nitrate (AgNO3): silver nitrate (AgNO3)

ammonium peroxydisulphate (NH4)2 S2 O8: ammonium peroxydisulphate (NH4)2 S2 O8

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 7664-93-9
sulfuric acid

: 1759-53-1
cyclopropanecarboxylic acid

: 6-cyclopropyl-pyridine-2,3-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
In water

...Expand

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 89-00-9
Pyridine-2,3-dicarboxylic acid

Conditions

Conditions	Yield
With sodium acetate; acetic anhydride In water

: 2050-22-8
2,3-diethyl pyridinedicarboxylate

: 40963-14-2
2-amino-2,3-dimethylbutyramide

: 81334-38-5
potassium salt of 2-(5-isopropyl-5-methyl-4-oxoimidazolin-2-yl)-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With potassium tert-butylate In toluene

Diethyl pyridine-2,3-dicarboxylate Specification

The Diethyl pyridine-2,3-dicarboxylate, with the CAS registry number 2050-22-8, is also called 2,3-pyridinedicarboxylic acid, diethyl ester. And the molecular formula of the chemical is C₁₁H₁₃NO₄.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.19; (4)ACD/LogD (pH 7.4): 1.19; (5)ACD/BCF (pH 5.5): 4.69; (6)ACD/BCF (pH 7.4): 4.69; (7)ACD/KOC (pH 5.5): 105.27; (8)ACD/KOC (pH 7.4): 105.27; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 65.49 Å²; (13)Index of Refraction: 1.508; (14)Molar Refractivity: 57.15 cm³; (15)Molar Volume: 191.4 cm³; (16)Polarizability: 22.65×10^-24cm³; (17)Surface Tension: 43.1 dyne/cm; (18)Density: 1.165 g/cm³; (19)Flash Point: 132.7 °C; (20)Enthalpy of Vaporization: 53.56 kJ/mol; (21)Boiling Point: 295.8 °C at 760 mmHg; (22)Vapour Pressure: 0.00149 mmHg at 25°C.

Preparation of Diethyl pyridine-2,3-dicarboxylate: This chemical can be prepared by pyridine-2,3-dicarboxylic acid and ethanol. The reaction will need reagent conc. H₂SO₄, and the menstruum benzene. The reaction time is 16 hours with heating, and the yield is about 70%.

Uses of Diethyl pyridine-2,3-dicarboxylate: It can react with 2-formyl-nicotinic acid ethyl ester to produce pyridine-2,3-dicarbaldehyde. This reaction will need reagent diisobutyl aluminum hydride, and the menstruum hexane and toluene. The reaction time is 20 minutes with temperature of -70°C, and the yield is about 16.5%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OCC)c1ncccc1C(=O)OCC
(2)InChI: InChI=1/C11H13NO4/c1-3-15-10(13)8-6-5-7-12-9(8)11(14)16-4-2/h5-7H,3-4H2,1-2H3
(3)InChIKey: LIVYVINPLCASPD-UHFFFAOYAH

Product Name

Diethyl pyridine-2,3-dicarboxylate

Synthetic route

Diethyl pyridine-2,3-dicarboxylate Specification

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