Product Name

  • Name

    2,4-DIETHYLPYRIDINE DICARBOXYLATE

  • EINECS
  • CAS No. 41438-38-4
  • Article Data16
  • CAS DataBase
  • Density 1.166 g/cm3
  • Solubility
  • Melting Point 31 °C
  • Formula C11H13NO4
  • Boiling Point 330.9 °C at 760 mmHg
  • Molecular Weight 223.229
  • Flash Point 153.9 °C
  • Transport Information
  • Appearance Liquid.
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 41438-38-4 (2,4-DIETHYLPYRIDINE DICARBOXYLATE)
  • Hazard Symbols
  • Synonyms 2,4-Pyridinedicarboxylicacid, diethyl ester (7CI,9CI);Diethyl 2,4-pyridinedicarboxylate;Diethyllutidinate;
  • PSA 65.49000
  • LogP 1.43500

Synthetic route

pyridine-2,4-dicarboxylic acid
499-80-9

pyridine-2,4-dicarboxylic acid

ethanol
64-17-5

ethanol

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 24h; Heating;100%
With toluene-4-sulfonic acid In toluene at 110℃;88%
Stage #1: ethanol With thionyl chloride at 0℃; for 0.5h; Inert atmosphere;
Stage #2: pyridine-2,4-dicarboxylic acid In ethanol for 3h; Inert atmosphere; Reflux;		82%
pyridine
110-86-1

pyridine

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

A

ethyl-2-picolinate
2524-52-9

ethyl-2-picolinate

B

isonicotinic acid ethylester
1570-45-2

isonicotinic acid ethylester

C

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate In dichloromethane; water at -10 - 0℃; for 0.25h; Product distribution; Variation of mole ratio of the base and the peroxide.;A 28 % Chromat.
B 4 % Chromat.
C 37 % Chromat.
...Expand
pyridine-2,4-dicarboxylic acid
499-80-9

pyridine-2,4-dicarboxylic acid

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid In ethanol at 70℃; for 14h;6 g
diethyl pyridine-2,4-dicarboxylate hydrochloride

diethyl pyridine-2,4-dicarboxylate hydrochloride

triethylamine
121-44-8

triethylamine

A

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

B

triethylamine hydrochloride
554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In tetrahydrofuran at -10 - 22℃; Large scale;
...Expand
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

ethyl 2-(hydroxymethyl)pyridine-4-carboxylate

ethyl 2-(hydroxymethyl)pyridine-4-carboxylate

Conditions
ConditionsYield
Stage #1: diethyl pyridine-2,4-dicarboxylate With sodium tetrahydroborate In ethanol at 5℃;
Stage #2: With calcium chloride In ethanol		91%
With sodium tetrahydroborate; calcium chloride In ethanol at -10 - -5℃; for 2.5h;69%
With sodium tetrahydroborate; calcium chloride at -15 - 0℃;
With sodium tetrahydroborate; calcium chloride In ethanol at 0℃;
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

Cyclopropylamine
765-30-0

Cyclopropylamine

ethyl 2-(cyclopropylcarbamoyl)pyridine-4-carboxylate
1353657-39-2

ethyl 2-(cyclopropylcarbamoyl)pyridine-4-carboxylate

Conditions
ConditionsYield
With magnesium chloride In ethanol at 0 - 20℃; for 48h;91%
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-diacetylpyridine
20857-17-4

2,4-diacetylpyridine

Conditions
ConditionsYield
Stage #1: diethyl pyridine-2,4-dicarboxylate With sodium ethanolate In ethyl acetate at 70 - 80℃; for 2h;
Stage #2: With hydrogenchloride In ethyl acetate for 4h; Heating;		88%
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-Bis(hydroxymethyl)pyridin
21071-04-5

2,4-Bis(hydroxymethyl)pyridin

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 20℃; for 72h;82%
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

ethyl 2-formylpyridine-4-carboxylate
21908-08-7

ethyl 2-formylpyridine-4-carboxylate

Conditions
ConditionsYield
Stage #1: diethyl pyridine-2,4-dicarboxylate With diisobutylaluminium hydride In tetrahydrofuran at -78℃; for 3h;
Stage #2: With acetic acid In tetrahydrofuran; water at 20℃; for 1.5h;		81%
With diisobutylaluminium hydride In tetrahydrofuran; ethyl acetate; toluene at -40℃; Temperature; Solvent; Large scale; regioselective reaction;67%
With diisobutylaluminium hydride In tetrahydrofuran; toluene at -78℃; for 3.16667h; Inert atmosphere; regioselective reaction;39%
With lithium aluminium tetrahydride In tetrahydrofuran at -60℃; for 1.33333h;
Stage #1: diethyl pyridine-2,4-dicarboxylate With diisobutylaluminium hydride In tetrahydrofuran at -78 - 78℃; for 3h;
Stage #2: In tetrahydrofuran; water at 20℃; for 1h; Cooling with ethanol-dry ice;		1.6 g
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-lutidine
108-47-4

2,4-lutidine

Conditions
ConditionsYield
With sulfuric acid; titanium(IV) oxide at 20 - 30℃; for 10h; Electrochemical reaction;75%
4-iodo-1-methyl-1H-pyrazole
39806-90-1

4-iodo-1-methyl-1H-pyrazole

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

ethyl 2-(1-methyl-1H-pyrazole-4-carbonyl)isonicotinate

ethyl 2-(1-methyl-1H-pyrazole-4-carbonyl)isonicotinate

Conditions
ConditionsYield
Stage #1: 4-iodo-1-methyl-1H-pyrazole With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: diethyl pyridine-2,4-dicarboxylate In tetrahydrofuran at -78 - 20℃;		21%
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-pyridinedicarboxylic acid dihydrazide
21379-40-8

2,4-pyridinedicarboxylic acid dihydrazide

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
With hydrazine hydrate In ethanol
octanol
111-87-5

octanol

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

A

2-ethyl-4-octyl pyridinedicarboxylate

2-ethyl-4-octyl pyridinedicarboxylate

B

2-octyl-4-ethyl pyridinedicarboxylate

2-octyl-4-ethyl pyridinedicarboxylate

C

2,4-dioctyl pyridinedicarboxylate

2,4-dioctyl pyridinedicarboxylate

Conditions
ConditionsYield
With 4 A molecular sieve; Mucor miehei lipase In di-isopropyl ether at 60℃; for 240h; Product distribution; regioselectivity of catalyzed transesterification of several aromatic and heteroaromatic substrates;
With 4 A molecular sieve; Mucor miehei lipase In di-isopropyl ether at 60℃;
With 4 A molecular sieve; Mucor miehei lipase In di-isopropyl ether at 60℃; for 240h;A n/a
B n/a
C 80 % Chromat.
...Expand
octanol
111-87-5

octanol

diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2-octyl-4-ethyl pyridinedicarboxylate

2-octyl-4-ethyl pyridinedicarboxylate

Conditions
ConditionsYield
With 4 A molecular sieve In di-isopropyl ether at 60℃; for 240h;83 % Chromat.
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-bis[2-(4-tert-butylphennyl)-1,3,4-oxadiazol-5-yl]pyridine

2,4-bis[2-(4-tert-butylphennyl)-1,3,4-oxadiazol-5-yl]pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N2H4*H2O / ethanol
2: 99 percent / pyridine / 1 h / Heating
3: 46 percent / POCl3
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

4-[N'-(4-tert-butyl-benzoyl)-hydrazinocarbonyl]-pyridine-2-carboxylic acid N'-(4-tert-butyl-benzoyl)-hydrazide

4-[N'-(4-tert-butyl-benzoyl)-hydrazinocarbonyl]-pyridine-2-carboxylic acid N'-(4-tert-butyl-benzoyl)-hydrazide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N2H4*H2O / ethanol
2: 99 percent / pyridine / 1 h / Heating
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-diethylpiperidine
116435-88-2

2,4-diethylpiperidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 7 percent / TiO2; 35 percent aq. H2SO4 / 10 h / 20 - 30 °C / Electrochemical reaction
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

A

2,4-diethylpyridine
626-21-1

2,4-diethylpyridine

B

2-ethyl-pyridin; 4-ethyl-pyridine

2-ethyl-pyridin; 4-ethyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 50 percent / TiO2; 35 percent aq. H2SO4 / 10 h / 20 - 30 °C / Electrochemical reaction
View Scheme
Multi-step reaction with 3 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 26 percent / TiO2; 35 percent aq. H2SO4 / 10 h / 20 - 30 °C / Electrochemical reaction
3.1: 71 percent / Zn; 80 percent HCOOH / 10 h / 160 - 165 °C
View Scheme
Multi-step reaction with 3 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 14 percent / Zn; 80 percent HCOOH / 10 h / 160 - 165 °C
3.1: 65 percent / Zn; 80 percent HCOOH / 10 h / 160 - 165 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-diethyl-1,2,5,6-tetrahydropyridine

2,4-diethyl-1,2,5,6-tetrahydropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 15 percent / TiO2; 35 percent aq. H2SO4 / 10 h / 20 - 30 °C / Electrochemical reaction
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2,4-di-(1'-hydroxyethyl)pyridine
244610-88-6

2,4-di-(1'-hydroxyethyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 26 percent / TiO2; 35 percent aq. H2SO4 / 10 h / 20 - 30 °C / Electrochemical reaction
View Scheme
Multi-step reaction with 3 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 14 percent / Zn; 80 percent HCOOH / 10 h / 160 - 165 °C
3.1: 68 percent / ZnHgCl2; conc. HCl / 9 h / 160 - 165 °C
View Scheme
Multi-step reaction with 3 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 14 percent / ZnHgCl2; conc. HCl / 9 h / 160 - 165 °C
3.1: 68 percent / ZnHgCl2; conc. HCl / 9 h / 160 - 165 °C
View Scheme
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 51 percent / ZnHgCl2; conc. HCl / 9 h / 160 - 165 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2-(1'-hydroxyethyl)-4-acetylpyridine
185220-30-8

2-(1'-hydroxyethyl)-4-acetylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 14 percent / Zn; 80 percent HCOOH / 10 h / 160 - 165 °C
View Scheme
Multi-step reaction with 2 steps
1.1: NaOEt / ethyl acetate / 2 h / 70 - 80 °C
1.2: 88 percent / 1 N aq. HCl / ethyl acetate / 4 h / Heating
2.1: 14 percent / ZnHgCl2; conc. HCl / 9 h / 160 - 165 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2-(hydroxyimino-methyl)-isonicotinic acid ethyl ester
10177-26-1

2-(hydroxyimino-methyl)-isonicotinic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / tetrahydrofuran / 1.33 h / -60 °C
2: NH2OH*HCl, NaHCO3 / H2O
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

4-Carboxy-2-(hydroxyimino-methyl)-1-methyl-pyridinium; iodide

4-Carboxy-2-(hydroxyimino-methyl)-1-methyl-pyridinium; iodide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: LiAlH4 / tetrahydrofuran / 1.33 h / -60 °C
2: NH2OH*HCl, NaHCO3 / H2O
3: 70 percent / dimethylformamide / 12 h / 60 °C
4: NaOH, H2O
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

4-Ethoxycarbonyl-2-(hydroxyimino-methyl)-1-methyl-pyridinium; iodide

4-Ethoxycarbonyl-2-(hydroxyimino-methyl)-1-methyl-pyridinium; iodide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: LiAlH4 / tetrahydrofuran / 1.33 h / -60 °C
2: NH2OH*HCl, NaHCO3 / H2O
3: 70 percent / dimethylformamide / 12 h / 60 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2-difluoromethylisonicotinic acid ethyl ester
1192539-75-5

2-difluoromethylisonicotinic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran / 3 h / -78 °C
1.2: 1.5 h / 20 °C
2.1: dichloromethane / 5 h / 0 - 20 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

N-cyclopropyl-4-(hydroxymethyl)pyridine-2-carboxamide
332013-47-5

N-cyclopropyl-4-(hydroxymethyl)pyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium chloride / ethanol / 48 h / 0 - 20 °C
2: calcium chloride; sodium hydroxide; sodium tetrahydroborate; water / methanol; isopropyl alcohol / 20 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

(4-(chloromethyl)pyridin-2-yl)-N-cyclopropylcarboxamide
1353657-40-5

(4-(chloromethyl)pyridin-2-yl)-N-cyclopropylcarboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium chloride / ethanol / 48 h / 0 - 20 °C
2: calcium chloride; sodium hydroxide; sodium tetrahydroborate; water / methanol; isopropyl alcohol / 20 °C
3: thionyl chloride / 20 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

ethyl 2-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)isonicotinate

ethyl 2-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)isonicotinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C
1.2: -78 - 20 °C
2.1: sodium acetate; tetraethoxy orthosilicate / dimethyl sulfoxide / 48 h / 92 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

ethyl 2-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)isonicotinate

ethyl 2-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)isonicotinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C
1.2: -78 - 20 °C
2.1: sodium acetate; tetraethoxy orthosilicate / dimethyl sulfoxide / 48 h / 92 °C
View Scheme
diethyl pyridine-2,4-dicarboxylate
41438-38-4

diethyl pyridine-2,4-dicarboxylate

2-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)isonicotinic acid trifluoroacetate

2-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)isonicotinic acid trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C
1.2: -78 - 20 °C
2.1: sodium acetate; tetraethoxy orthosilicate / dimethyl sulfoxide / 48 h / 92 °C
3.1: lithium hydroxide monohydrate; water / methanol / 2 h / 20 °C
4.1: dimethyl sulfoxide; acetonitrile; water
View Scheme

2,4-Diethylpyridine dicarboxylate Specification

The 2,4-Pyridinedicarboxylicacid, 2,4-diethyl ester, with the CAS registry number 41438-38-4, is also known as Diethyl-2,4-pdc. It belongs to the product category of Pyridines, Pyrimidines, Purines and Pteredines. This chemical's molecular formula is C11H13NO4 and molecular weight is 223.2252. Its IUPAC name is called diethyl pyridine-2,4-dicarboxylate.

Physical properties of 2,4-Pyridinedicarboxylicacid, 2,4-diethyl ester: (1)ACD/LogP: 2.00; (2)ACD/LogD (pH 5.5): 2; (3)ACD/LogD (pH 7.4): 2; (4)ACD/BCF (pH 5.5): 19.49; (5)ACD/BCF (pH 7.4): 19.49; (6)ACD/KOC (pH 5.5): 291.68; (7)ACD/KOC (pH 7.4): 291.68; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 6; (10)Index of Refraction: 1.508; (11)Molar Refractivity: 57.15 cm3; (12)Molar Volume: 191.4 cm3; (13)Surface Tension: 43.1 dyne/cm; (14)Density: 1.165 g/cm3; (15)Flash Point: 153.9 °C; (16)Enthalpy of Vaporization: 57.35 kJ/mol; (17)Boiling Point: 330.9 °C at 760 mmHg; (18)Vapour Pressure: 0.000162 mmHg at 25°C.

Uses of 2,4-Pyridinedicarboxylicacid, 2,4-diethyl ester: it can be used to produce 2,4-dimethyl-pyridine at temperature of 20 - 30 °C. This reaction will need reagent TiO2, 35 percent aq. H2SO4 with reaction time of 10 hours. The yield is about 75%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)c1nccc(C(=O)OCC)c1
(2)InChI: InChI=1/C11H13NO4/c1-3-15-10(13)8-5-6-12-9(7-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3
(3)InChIKey: MUUDQLHCIAOWPR-UHFFFAOYAM

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