Dimethyl pyridine-2,6-dicarboxylate supplier

Name
DIMETHYL 2,6-PYRIDINEDICARBOXYLATE
EINECS 226-697-3
CAS No. 5453-67-8
Article Data136
CAS DataBase
Density 1.231 g/cm³
Solubility Soluble in water(14 g/L) (25°C). Soluble in chloroform.
Melting Point 121-125 °C(lit.)
Formula C₉H₉NO₄
Boiling Point 321.7 °C at 760 mmHg
Molecular Weight 195.175
Flash Point 148.3 °C
Transport Information
Appearance Off-white solid
Safety 26-39
Risk Codes 37/38-41
Molecular Structure
Hazard Symbols Xi
Synonyms 2,6-Pyridinedicarboxylicacid, dimethyl ester (6CI,7CI,8CI,9CI);2,6-Bismethoxycarbonylpyridine;2,6-Dicarbomethoxypyridine;2,6-Dipicolinic acid dimethyl ester;Dimethyl2,6-pyridinedicarboxylate;Dipicolinic acid dimethyl ester;NSC 18855;
PSA 65.49000
LogP 0.65480

Synthetic route

: 67-56-1
methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With thionyl chloride for 3h; Heating;	100%
With thionyl chloride for 3h; Heating / reflux;	100%
With sulfuric acid at 75℃; for 24h;	100%

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 74-88-4
methyl iodide

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
Stage #1: Pyridine-2,6-dicarboxylic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 0.166667h; Stage #2: methyl iodide In acetonitrile at 20℃; for 4h;	93%
With methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With methanol; thionyl chloride for 16h; Reflux;	93%
With hydrogenchloride
Multi-step reaction with 2 steps 1: thionyl chloride / Heating 2: Heating View Scheme

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 75-36-5
acetyl chloride

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
In methanol for 24h; Reflux;	91%
In methanol

: 2402-78-0
2,6-dichloropyridine

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 140℃; under 37503 Torr; for 6h; methoxycarbonylation;	A 81% B n/a

...Expand

: 2402-78-0
2,6-dichloropyridine

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; sodium acetate; palladium diacetate at 135℃; under 11250.9 Torr; for 1h; Carboxylation;	78%

...Expand

: 67-56-1
methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 77-76-9
2,2-dimethoxy-propane

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 4h;	73%

...Expand

: 67-56-1
methanol

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 7170-36-7
6-(methoxycarbonyl)pyridine-2-carboxylic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 4h; Reflux;	A 30% B 65%

...Expand

: 53388-99-1
dimethyl 2,6-pyridinedicarboxylate N-oxide

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With phenylboronic acid In 1,2-dichloro-ethane at 120℃; for 18h;	60%

: 67-56-1
methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 7170-36-7
6-(methoxycarbonyl)pyridine-2-carboxylic acid

Conditions

Conditions	Yield
With sulfuric acid In water 1) 15 min, reflux, 2) RT, 10 h;	A 25% B 40%
With hydrogenchloride for 24h; Heating; Yield given. Yields of byproduct given;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
In diethyl ether

: 67-56-1
methanol

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 68436-49-7
3,6,9,12-tetraoxa-18-azabicyclo<12.3.1>octadeca-1(18),14,16-triene-2,13-dione

: 67-56-1
methanol

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With 4 A molecular sieve; sodium methylate Product distribution;

: 186581-53-3, 908094-01-9
diazomethane

: 4676-82-8
2-hydroperoxytetrahydrofuran

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 69945-43-3
Pyridin-2,6-di(monothiocarbonsaeure)-di-S-methyl ester

C: pyridine-2-carboxylic acid methyl ester 6-carbothioic acid S-methyl ester

D: Pyridin-2,6-di(monothiocarbonsaeure)-2-S-(3-formoxypropyl)-6-S-methylester

E: Pyridin-2,6-di(monothiocarbonsaeure)-di-S-(3-formoxypropyl)ester

Conditions

Conditions	Yield
With Fe-complexe of pyridine-2,6-di-monothiocarboxylic acid In tetrahydrofuran for 1h; Product distribution; Ambient temperature; var. reaction time and amounts of reaction partners, var. content of peroxides;

...Expand

: 626-05-1
2,6-Dibromopyridine

: 67-56-1
methanol

: 124-38-9
carbon dioxide

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With hydrogenchloride; n-butyllithium Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 67-56-1
methanol

: 64379-58-4
3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With 4A molecular sives; potassium methanolate Product distribution;

: 166405-27-2
methyl propylpyridine-2,6-dicarboxylate

: 74-88-4
methyl iodide

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With N,N,N,N-tetraethylammonium tetrafluoroborate 1.) electrolysis, acetonitrile, 2.) acetonitrile, 24 h; Yield given. Multistep reaction;

: 74-88-4
methyl iodide

potassium salt of/the/ pyridine-dicarboxylic acid-(2.6): potassium salt of/the/ pyridine-dicarboxylic acid-(2.6)

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 74-88-4
methyl iodide

silver salt of/the/ pyridine-dicarboxylic acid-(2.6): silver salt of/the/ pyridine-dicarboxylic acid-(2.6)

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

6-methyl-pyridine-2-carboxylic acid-hydrochloride: 6-methyl-pyridine-2-carboxylic acid-hydrochloride

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 6-trichloromethyl-pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride at 180℃; Behandeln des Reaktionsprodukts mit Methanol;

: 186581-53-3, 908094-01-9
diazomethane

: 7170-36-7
6-(methoxycarbonyl)pyridine-2-carboxylic acid

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Heating 2: 1.) Et4NBF4 / 1.) electrolysis, acetonitrile, 2.) acetonitrile, 24 h 3: Et4NBF4 / 1.) electrolysis, acetonitrile, 2.) acetonitrile, 24 h View Scheme

: 63597-03-5
di(n-propyl) pyridine-2,6-dicarboxylate

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) Et4NBF4 / 1.) electrolysis, acetonitrile, 2.) acetonitrile, 24 h 2: Et4NBF4 / 1.) electrolysis, acetonitrile, 2.) acetonitrile, 24 h View Scheme

: 53710-17-1
2,6-diiodo-pyridine

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) n-butyllithium / 1.) THF, -89 deg C, 4 h, 2.) THF, from -89 deg C to RT 2: HCl / 24 h / Heating View Scheme

: 108-48-5
2,6-dimethylpyridine

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium permanganate 2: phosphorus pentachloride View Scheme
Multi-step reaction with 2 steps 1.1: potassium permanganate / water / 5 h / Reflux 1.2: pH 2 2.1: thionyl chloride / 72 h / Reflux 2.2: 3 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: potassium permanganate / water / 0.58 h / 75 - 80 °C 1.2: pH 3 2.1: sulfuric acid View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate; water / 0.58 h / 75 - 80 °C 2: sulfuric acid View Scheme

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 77-76-9
2,2-dimethoxy-propane

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 4h; Reflux;

: 121-91-5
isophthalic acid

: 75-36-5
acetyl chloride

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
In methanol

: 67-56-1
methanol

: 122637-39-2
6-acetyl-2-pyridinecarboxylic acid

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With thionyl chloride

: 124-38-9
carbon dioxide

: 35505-52-3
2,6-bis-(trimethylsilyl)-pyridine

: 74-88-4
methyl iodide

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With tetrabutylammonium triphenyldifluorosilicate In tetrahydrofuran-d8 at 20℃; under 750.075 Torr; for 18h; Inert atmosphere; Schlenk technique;	97 %Spectr.

...Expand

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 4663-97-2
pyridine-2,6-dicarboxylic acid diamide

Conditions

Conditions	Yield
With ammonium hydroxide at 40℃;	100%
With ammonium hydroxide at 40℃; for 1h;	96%
With ammonia In methanol; water at 20℃;	85%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 111-40-0
1,5-diamino-3-azapentane

: 955084-14-7
C5H3N(CONHCH2CH2NHCH2CH2NH2)2

Conditions

Conditions	Yield
In methanol for 1h; Heating;	100%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 71-36-3
butan-1-ol

: 41727-17-7
pyridine-2,6-dicarboxylic acid dibutyl ester

Conditions

Conditions	Yield
With Zn4(OCOCF3)6O In di-isopropyl ether for 40h; Heating;	99%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 74-89-5
methylamine

: 46327-71-3
N2,N6-dimethylpyridine-2,6-dicarboxamide

Conditions

Conditions	Yield
In water at 20℃; for 24h;	99%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 110-60-1
1,4-diaminobutane

: C15H25N5O2*2ClH

Conditions

Conditions	Yield
Stage #1: 2,6-bis(methoxycarbonyl)pyridine; 1,4-diaminobutane at 20℃; for 1h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol; dichloromethane at 0℃; for 1h;	99%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 5112-36-7
pyridine-2,6-dicarbohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol Heating;	98%
With hydrazine hydrate In ethanol at 85℃; for 6h;	92%
With hydrazine In ethanol at 85℃; for 6h; Reflux;	91%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 107-15-3
ethylenediamine

: 115077-75-3
N,N'-bis(2-aminoethyl)-2,6-pyridinedicarboxylic diamide

Conditions

Conditions	Yield
In methanol at 25℃; for 12h;	98%
In methanol at 20℃; for 12h;	95.6%
In methanol at 20℃; for 2h;	83.6%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 109-76-2
Trimethylenediamine

: 148019-59-4
N,N'-bis(3-aminopropyl)-2,6-pyridinedicarboxylic diamide

Conditions

Conditions	Yield
In methanol at 25℃; for 12h;	98%
In methanol at 0 - 20℃; Inert atmosphere;

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 110-60-1
1,4-diaminobutane

: 1104610-41-4
C15H25N5O2

Conditions

Conditions	Yield
In methanol at 25℃; for 12h;	98%
In methanol at 0 - 20℃; Inert atmosphere;

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 156-87-6
propan-1-ol-3-amine

: 183059-39-4
2,6-bis[N-(3'-hydroxypropyl)carbamyl]pyridine

Conditions

Conditions	Yield
In toluene for 22h; Reflux;	98%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 59234-46-7
dimethyl (2R,6S)-piperidine-2,6-dicarboxylate

Conditions

Conditions	Yield
With palladium on carbon; hydrogen In methanol at 50℃; under 45004.5 Torr;	97%
With hydrogen; platinum(IV) oxide In chloroform for 24h; Ambient temperature;	94%
With hydrogen; palladium on activated charcoal In ethanol under 10343 Torr; Catalytic hydrogenation;	91%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 333-27-7
methyl trifluoromethanesulfonate

: 2,6-dimethoxycarbonyl-1-methylpyridinium trifluoromethanesulfonate

Conditions

Conditions	Yield
In dichloromethane at 40℃; for 504h;	96%
In dichloromethane at 40℃; for 336000h;	53%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 1195-59-1
2.6-bis(hydroxymethyl)pyridine

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol	95%
With sodium tetrahydroborate In methanol; tert-butyl alcohol for 0.5h;	92%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 12.25h;	92%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 124-68-5
2-Amino-2-methyl-1-propanol

: 2,6-bis[N-(1',1'-dimethyl-2'-hydroxy)carbamoyl]pyridine

Conditions

Conditions	Yield
In methanol at 115℃; for 12h; Sealed tube;	95%
In methanol at 115℃; for 12h; Sealed tube;	92%
at 85 - 100℃;	80%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 98-86-2
acetophenone

: 6-[1,3-dioxo-3-(2-phenyl)propionyl]pyridine-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 2,6-bis(methoxycarbonyl)pyridine; acetophenone With sodium ethanolate In diethyl ether for 2h; Reflux; Stage #2: With acetic acid In water	95%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 2799-16-8
(2R)-hydroxypropylamine

: 2,6-bis[N-(2'-hydroxypropyl)carbamoyl]pyridine

Conditions

Conditions	Yield
In toluene at 60 - 95℃;	93%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 243868-68-0
dimethyl 1,4-dihydro-2,6-pyridinedicarboxylate

Conditions

Conditions	Yield
With tetraethylammonium tosylate; ammonium chloride In methanol at 5 - 10℃; Reduction; Electrochemical reaction; Pt(-)-C(+) electrodes, divided cell;	92%
In methanol at 5 - 10℃; Electrochemical reaction;	92%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 39977-44-1
methyl 6-(hydroxymethyl)pyridine-2-carboxylate

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol; dichloromethane at 0 - 20℃;	92%
With sodium tetrahydroborate In methanol; dichloromethane at 20℃;	92%
With methanol; sodium tetrahydroborate at 20℃; for 3h;	89.42%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 141-43-5
ethanolamine

: 147778-14-1
N2,N6-bis(2-hydroxyethyl)pyridine-2,6-dicarboxamide

Conditions

Conditions	Yield
In toluene at 60 - 100℃;	92%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

A: 5112-36-7
pyridine-2,6-dicarbohydrazide

B: 459409-89-3
6-methyloxycarbonyl-2-pyridinecarboxylic acid hydrazide

Conditions

Conditions	Yield
With NH2NH2 (98percent) In methanol for 18h; Heating;	A 10% B 90%
With hydrazine In methanol for 18h;	A 10% B 85%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 7170-36-7
6-(methoxycarbonyl)pyridine-2-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; phosphate buffer for 13h; Ambient temperature; pig liver esterase;	89%
With potassium hydroxide In methanol at 20℃;	87%
With potassium hydroxide In methanol at 0℃; for 2h; Hydrolysis;	85%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 104-92-7
1-bromo-4-methoxy-benzene

: 923931-57-1
2,6-bis[1,1-bis(4-methoxyphenyl)-1-hydroxymethyl]pyridine

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-methoxy-benzene With iodine; magnesium In tetrahydrofuran at 80℃; for 0.25h; Stage #2: 2,6-bis(methoxycarbonyl)pyridine In tetrahydrofuran at 80℃; for 1h;	89%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 59234-48-9
dimethyl meso-(2R,6S)-piperidine-2,6-dicarboxylate hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; platinum(IV) oxide In methanol; water for 120h;	89%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: mercury dichloride

: [Hg(dimethyl pyridine-2,6-dicarboxylate)Cl2]

Conditions

Conditions	Yield
In ethanol at 60℃; for 5h;	88%

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

: 110-82-7
cyclohexane

: dimethyl 4-cyclohexylpyridine-2,6-dicarboxylate

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene; N-methyl-p-toluenesulfonylamide In dichloromethane at 20℃; for 42h; Reagent/catalyst; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; Green chemistry;	86%

Dimethyl pyridine-2,6-dicarboxylate Chemical Properties

IUPAC Name: Dimethyl pyridine-2,6-dicarboxylate
Empirical Formula: C₉H₉NO₄
Melting Point: 121-125 °C
Molecular Weight: 195.1721
Freely Rotating Bonds: 4
Polar Surface Area: 65.49 Å²
Index of Refraction: 1.516
Molar Refractivity: 47.89 cm³
Molar Volume: 158.4 cm³
Polarizability: 18.98 ×10^-24cm³
Surface Tension: 45.3 dyne/cm
Density: 1.231 g/cm³
Flash Point: 148.3 °C
Enthalpy of Vaporization: 56.35 kJ/mol
Boiling Point: 321.7 °C at 760 mmHg
Vapour Pressure: 0.000293 mmHg at 25 °C
The molecular structure of 2,6-Pyridinedicarboxylicacid, 2,6-dimethyl ester (CAS NO.5453-67-8) is
.

Dimethyl pyridine-2,6-dicarboxylate Uses

2,6-Pyridinedicarboxylicacid, 2,6-dimethyl ester (CAS NO.5453-67-8) is used in organic synthesis.

Dimethyl pyridine-2,6-dicarboxylate Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 37/38-41
R37/38: Irritating to respiratory system and skin.
R41: Risk of serious damage to the eyes.
Safety Statements: 26-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39: Wear eye / face protection.
WGK Germany: 3

Dimethyl pyridine-2,6-dicarboxylate Specification

The Cas Register Number of 2,6-Pyridinedicarboxylicacid, 2,6-dimethyl ester is 5453-67-8.The chemical synonyms of 2,6-Pyridinedicarboxylicacid, 2,6-dimethyl ester (CAS NO.5453-67-8) are 2,6-Pyridinedicarboxylic acid, dimethyl ester and Dimethyl pyridine-2,6-carboxylate .

Product Name

DIMETHYL 2,6-PYRIDINEDICARBOXYLATE

Synthetic route

Dimethyl pyridine-2,6-dicarboxylate Chemical Properties

Dimethyl pyridine-2,6-dicarboxylate Uses

Dimethyl pyridine-2,6-dicarboxylate Safety Profile

Dimethyl pyridine-2,6-dicarboxylate Specification

Related Products

Hot Products