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2402-78-0

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2402-78-0 Usage

Chemical Properties

White to light yellow solid

Uses

2,6-Dichloropyridine is used in the preparation of triazolo and imidazo potassium channel antagonists as antiarrythmic agents.

Purification Methods

It crystallises from EtOH. [Beilstein 20/5 V 416.]

Check Digit Verification of cas no

The CAS Registry Mumber 2402-78-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,0 and 2 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2402-78:
(6*2)+(5*4)+(4*0)+(3*2)+(2*7)+(1*8)=60
60 % 10 = 0
So 2402-78-0 is a valid CAS Registry Number.
InChI:InChI=1/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H

2402-78-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A11364)  2,6-Dichloropyridine, 98%   

  • 2402-78-0

  • 100g

  • 470.0CNY

  • Detail
  • Alfa Aesar

  • (A11364)  2,6-Dichloropyridine, 98%   

  • 2402-78-0

  • 500g

  • 2103.0CNY

  • Detail
  • Alfa Aesar

  • (A11364)  2,6-Dichloropyridine, 98%   

  • 2402-78-0

  • 2500g

  • 8321.0CNY

  • Detail
  • Aldrich

  • (D73707)  2,6-Dichloropyridine  98%

  • 2402-78-0

  • D73707-100G

  • 506.61CNY

  • Detail

2402-78-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Dichloropyridine

1.2 Other means of identification

Product number -
Other names EINECS 219-282-3

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2402-78-0 SDS

2402-78-0Synthetic route

2-chloropyridine
109-09-1

2-chloropyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With chlorine at 100 - 150℃; Temperature; UV-irradiation; Large scale;94.05%
Stage #1: 2-chloropyridine With n-butyllithium; BuLi-LiDMAE In hexane at -78℃; for 1h; Metallation;
Stage #2: With hexachloroethane In tetrahydrofuran at -78 - 0℃; for 1h; Condensation;
74%
Multi-step reaction with 2 steps
1: 83 percent / LiBF4, 20 percentF2/N2 / acetonitrile / -40 °C
2: 1 percent Chromat. / Et3N / 0.08 h / Ambient temperature
View Scheme
2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With 2-methyl-but-2-ene; trans-dioxo(5,10,15,20-tetramesitylporphirinato)ruthenium(VI) In benzene at 30℃; for 15h;94%
With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 0.75h; Inert atmosphere; Irradiation; chemoselective reaction;92%
With ammonium formate; silica gel; zinc In methanol at 20℃; for 0.166667h; chemoselective reaction;88%
pyridine
110-86-1

pyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With chlorine at 170℃; for 0.00666667h; Temperature; Inert atmosphere; Irradiation;89%
With chlorine at 150 - 195℃; Concentration; Temperature; UV-irradiation;84.56%
With chlorine at 175℃; Temperature; UV-irradiation; Gas phase; Large scale;81.36%
With phosphorus pentachloride at 210 - 220℃;
2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

A

2-chloropyridine
109-09-1

2-chloropyridine

B

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With copper(l) iodide; zinc In ethanol at 55 - 60℃; for 3h;A n/a
B 75%
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 96h; Inert atmosphere;75%
2-chloropyridine
109-09-1

2-chloropyridine

p-nitrophenyl isocyanide
1984-23-2

p-nitrophenyl isocyanide

A

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

B

6-chloro-pyridine-2-carboxylic acid (4-nitro-phenyl)-amide

6-chloro-pyridine-2-carboxylic acid (4-nitro-phenyl)-amide

C

2-(6-chloro-pyridin-2-yl)-N-(4-nitro-phenyl)-2-oxo-acetamide

2-(6-chloro-pyridin-2-yl)-N-(4-nitro-phenyl)-2-oxo-acetamide

Conditions
ConditionsYield
Stage #1: 2-chloropyridine With fluorine In dichloromethane at -78 - -50℃;
Stage #2: p-nitrophenyl isocyanide In dichloromethane at -50 - 0℃; for 4h;
A 22%
B 68%
C n/a
6-chloro-2-methoxypyridine
17228-64-7

6-chloro-2-methoxypyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With trichlorophosphate In N,N-dimethyl-formamide at 105℃; for 18h;54%
With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h;54%
2-chloro-6-ethoxy-pyridine
42144-78-5

2-chloro-6-ethoxy-pyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h;46%
2-benzyloxy-6-chloro-pyridine
29449-73-8

2-benzyloxy-6-chloro-pyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h;41%
pyridine
110-86-1

pyridine

tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2-chloropyridine
109-09-1

2-chloropyridine

C

4-Chloropyridine
626-61-9

4-Chloropyridine

D

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
Stage #1: pyridine With chlorine; di-tert-butyl peroxide In tetrachloromethane; water at 231 - 244℃; for 0.00361111 - 0.00722222h;
Stage #2: tert-Butyl peroxybenzoate Product distribution / selectivity;
A n/a
B 35%
C n/a
D n/a
pyridine
110-86-1

pyridine

A

2-chloropyridine
109-09-1

2-chloropyridine

B

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With chlorine at 270 - 300℃; Leiten ueber Bimsstein;
With steam; chlorine at 350℃; Leiten ueber Siliciumcarbid;
With chlorine at 350 - 420℃; Leiten ueber Bimsstein;
With chlorine at 70℃; for 48h; Inert atmosphere; Irradiation;
6-chloro-2-hydroxypyridine
16879-02-0

6-chloro-2-hydroxypyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
With trichlorophosphate at 120℃;
2,6-dichloro-isonicotinic acid ; silver (I)-compound
141994-37-8

2,6-dichloro-isonicotinic acid ; silver (I)-compound

sodium 9,10-dioxo-9,10-dihydroanthracene-2-sulfonate hydrate

sodium 9,10-dioxo-9,10-dihydroanthracene-2-sulfonate hydrate

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
at 100℃; im Kohlendioxyd-Strom;
2-chloropyridine
109-09-1

2-chloropyridine

A

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

B

2,6-difluoro pyridine
1513-65-1

2,6-difluoro pyridine

C

2-chloro-6-fluoropyridine
20885-12-5

2-chloro-6-fluoropyridine

Conditions
ConditionsYield
With fluorine at 0℃;
C5H4ClFN(1+)*BF4(1-)
119071-51-1

C5H4ClFN(1+)*BF4(1-)

A

2-chloropyridine
109-09-1

2-chloropyridine

B

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

C

2,6-difluoro pyridine
1513-65-1

2,6-difluoro pyridine

D

2-chloro-6-fluoropyridine
20885-12-5

2-chloro-6-fluoropyridine

Conditions
ConditionsYield
With triethylamine for 0.0833333h; Ambient temperature;A 3 % Chromat.
B 1 % Chromat.
C 2.5 % Chromat.
D 72 % Chromat.
tetrachloromethane
56-23-5

tetrachloromethane

2,6-dichloroisonicotinoyl chloride
42521-08-4

2,6-dichloroisonicotinoyl chloride

palladium

palladium

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
Hydrogenation;
silver salt of/the/ 2.6-dichloro-isonicotinic acid

silver salt of/the/ 2.6-dichloro-isonicotinic acid

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
at 100℃; Erhitzen im Kohlendioxyd-Strom;
pyridine
110-86-1

pyridine

chlorine
7782-50-5

chlorine

nitrogen

nitrogen

pumice stone

pumice stone

A

2-chloropyridine
109-09-1

2-chloropyridine

B

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
at 270 - 300℃;
at 350 - 420℃;
2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

3-Chlorostyrene
2039-85-2

3-Chlorostyrene

A

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

B

(R)-meta-chlorostyrene oxide
20697-04-5, 53631-04-2, 115648-90-3, 62600-71-9

(R)-meta-chlorostyrene oxide

C

(S)-3-chlorostyrene oxide
115648-90-3

(S)-3-chlorostyrene oxide

Conditions
ConditionsYield
chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;
4-vinylbenzyl chloride
1073-67-2

4-vinylbenzyl chloride

2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

A

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

B

(R)-2-(4-chlorophenyl)oxirane
2788-86-5, 53649-47-1, 97466-49-4, 21019-51-2

(R)-2-(4-chlorophenyl)oxirane

C

(2S)-2-(4-chlorophenyl)oxirane
2788-86-5, 21019-51-2, 53649-47-1, 97466-49-4

(2S)-2-(4-chlorophenyl)oxirane

Conditions
ConditionsYield
chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;
1-propenylbenzene
873-66-5

1-propenylbenzene

2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

A

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

B

(1S,2S)-(-)-1-phenyl-1-propene oxide
4518-66-5

(1S,2S)-(-)-1-phenyl-1-propene oxide

C

(+)-(R,R)-β-methylstyrene oxide
14212-54-5

(+)-(R,R)-β-methylstyrene oxide

Conditions
ConditionsYield
chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;
styrene
292638-84-7

styrene

2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

A

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

B

(R)-Styrene oxide
20780-53-4

(R)-Styrene oxide

C

(S)-styrene oxide
20780-54-5

(S)-styrene oxide

Conditions
ConditionsYield
chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;
6-ethoxy-2-bromo-pyridine
4645-11-8

6-ethoxy-2-bromo-pyridine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; hydrochloric acid / 160 °C / Unter Druck
2: phosphoryl chloride / 120 °C
View Scheme
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

methanol
67-56-1

methanol

6-chloro-2-methoxypyridine
17228-64-7

6-chloro-2-methoxypyridine

Conditions
ConditionsYield
With sodium methylate at 20 - 60℃; for 24h;100%
With sodium hydroxide at 70 - 75℃; Concentration;97.5%
With sodium hydroxide for 8h; Reflux;88%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

sodium methylate
124-41-4

sodium methylate

6-chloro-2-methoxypyridine
17228-64-7

6-chloro-2-methoxypyridine

Conditions
ConditionsYield
In methanol at 60℃; for 24h;100%
In toluene for 24h;
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

N,N'-bis(3-pyridyl)-2,6-diaminopyridine
70650-96-3

N,N'-bis(3-pyridyl)-2,6-diaminopyridine

Conditions
ConditionsYield
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h;100%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

2-tri-n-butylstannylpyridine
17997-47-6

2-tri-n-butylstannylpyridine

6-Chloro-[2,2']bipyridinyl
13040-77-2

6-Chloro-[2,2']bipyridinyl

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In toluene for 11h; Reflux;100%
tetrakis(triphenylphosphine) palladium(0) In toluene for 11h; Reflux;100%
Pd[(PPh)3]4 In toluene for 24h; Stille cross-coupling reaction; Heating;69%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

3-Chlorobenzaldehyde
587-04-2

3-Chlorobenzaldehyde

(3-chloro-phenyl)-(2,6-dichloro-pyridin-3-yl)-methanol
1360114-12-0

(3-chloro-phenyl)-(2,6-dichloro-pyridin-3-yl)-methanol

Conditions
ConditionsYield
Stage #1: 2,6-dichloropyridine With n-butyllithium; diethylamine In tetrahydrofuran; hexane at -80℃; for 1.5h; Inert atmosphere;
Stage #2: m-Chlorobenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere;
100%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

cyclopentanecarbonitrile
4254-02-8

cyclopentanecarbonitrile

1-(6-chloro-2-pyridyl)cyclopentane carbonitrile
916176-89-1

1-(6-chloro-2-pyridyl)cyclopentane carbonitrile

Conditions
ConditionsYield
Stage #1: cyclopentanecarbonitrile With potassium hexamethylsilazane In tetrahydrofuran; toluene at 0℃; for 0.25h; Inert atmosphere;
Stage #2: 2,6-dichloropyridine In tetrahydrofuran; toluene at 20℃; for 0.666667h; Inert atmosphere;
100%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Benzyl-isopropyl-amin
102-97-6

Benzyl-isopropyl-amin

2-(N-benzylisopropylamino)-6-chloropyridine
464170-02-3

2-(N-benzylisopropylamino)-6-chloropyridine

Conditions
ConditionsYield
Stage #1: Benzyl-isopropyl-amin With n-butyllithium In hexane; toluene at -64 - 0℃;
Stage #2: 2,6-dichloropyridine In hexane; toluene at 4 - 20℃;
99%
With n-butyllithium
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

2,6-di-p-tolylpyridine
14435-88-2

2,6-di-p-tolylpyridine

Conditions
ConditionsYield
With chloro(1,3-bis(pyridin-2-ylmethyl)imidazolylidene)nickel(II) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Kumada-Corriu coupling reaction; Inert atmosphere;99%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;95%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

ethanolamine
141-43-5

ethanolamine

2-(6-chloro-pyridin-2-ylamino)-ethanol
29449-82-9

2-(6-chloro-pyridin-2-ylamino)-ethanol

Conditions
ConditionsYield
With pyridine at 20 - 100℃;99%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

potassium (4-methylphenyl)trifluoroborate

potassium (4-methylphenyl)trifluoroborate

2,6-di-p-tolylpyridine
14435-88-2

2,6-di-p-tolylpyridine

Conditions
ConditionsYield
With N-methyl-2-phenyl-3-(dicyclohexylphosphino)-1H-indole; palladium diacetate; triethylamine; sodium t-butanolate In water at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

3-(bromomethyl)-1,1'-biphenyl
14704-31-5

3-(bromomethyl)-1,1'-biphenyl

2,6-bis([1,1’-biphenyl]-3-ylmethyl)pyridine

2,6-bis([1,1’-biphenyl]-3-ylmethyl)pyridine

Conditions
ConditionsYield
Stage #1: 3-(bromomethyl)-1,1'-biphenyl With magnesium In diethyl ether at 20℃; for 1h; Reflux; Inert atmosphere;
Stage #2: 2,6-dichloropyridine With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; Reflux; Inert atmosphere;
99%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

benzyl alcohol
100-51-6

benzyl alcohol

2,6-bis(benzyloxy)pyridine
16727-46-1

2,6-bis(benzyloxy)pyridine

Conditions
ConditionsYield
Stage #1: benzyl alcohol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h;
Stage #2: 2,6-dichloropyridine In N,N-dimethyl-formamide; mineral oil at 80℃; for 25h;
99%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

methylthiol
74-93-1

methylthiol

2-chloro-6-methylsulphenylpyridine
77145-64-3

2-chloro-6-methylsulphenylpyridine

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In water; benzene for 6h; Heating;98%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

2-chloro-6-methylsulphenylpyridine
77145-64-3

2-chloro-6-methylsulphenylpyridine

Conditions
ConditionsYield
With tetrabutylammomium bromide In water; benzene for 6h; Heating;98%
With tetrabutyl-ammonium chloride In water; benzene for 6h; Heating;98%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

phenylboronic acid
98-80-6

phenylboronic acid

2,6-diphenylpyridine
3558-69-8

2,6-diphenylpyridine

Conditions
ConditionsYield
With caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate; Pd(0)-triolefinic macrocyclic catalyst In xylene for 72h; Suzuki cross-coupling; Heating;98%
With potassium phosphate; [NiCl(Ph2PCH2CH2OH)2(H2O)]Cl In isopropyl alcohol at 80℃; for 4h; Suzuki coupling reaction;96%
With sodium hydroxide; polyaniline-supported palladium In water at 100℃; for 6h; Suzuki coupling;96%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
408492-27-3

2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Conditions
ConditionsYield
Stage #1: bis(pinacol)diborane With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tert-butyl methyl ether Inert atmosphere;
Stage #2: 2,6-dichloropyridine In tert-butyl methyl ether at 80℃; for 0.05h; Inert atmosphere; Microwave irradiation;
98%
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; cyclopentyl methyl ether; 1,1'-di(pyridin-2-yl)-1,1',3,3'-tetrahydro-2,2'-bibenzo[d][1,3,2]diazaborole at 100℃; for 16h; Schlenk technique; Inert atmosphere;97%
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tert-butyl methyl ether at 20℃; for 16h; Glovebox; Sealed tube; regioselective reaction;96%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

(ClPd(P(C6H5)3)2C5H3ClN)

(ClPd(P(C6H5)3)2C5H3ClN)

Conditions
ConditionsYield
In toluene under N2, stirring at 90°C for 4 h, (room temperature, overnight), concn., diln. with diethyl ether; dissolved in CH2Cl2, treated with charcoal, filtration, addn. of MeOH, pptn. with Et2O, elem. anal.;98%
In toluene addn. of excess 2,6-dichloropyridine to Pd-compound in toluene; heatingto 90°C; standing 5 h at room temperature, recrystn. from dichloromethane-methanol, elem. anal.;95%
With pyrographite In toluene (N2); soln. of Py-deriv. and Pd complex was stirred at 90°C for 12 h; mixt. was concd. and pptd. with Et2O/hexane 2/1, ppt. dissolved in CH2Cl2, treated with charcoal, filtered, concd. and pptd. with Et2O; elem. anal.;90%
piperidine
110-89-4

piperidine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

2-chloro-6-piperidin-1-ylpyridine
19946-28-2

2-chloro-6-piperidin-1-ylpyridine

Conditions
ConditionsYield
With potassium phosphate In 1,4-dioxane at 100℃; for 16h;98%
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;72%
With potassium phosphate In 1,4-dioxane at 100℃; for 5h; metal-free Buchwald-Hartwig amination; Inert atmosphere;
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

9H-carbazole
86-74-8

9H-carbazole

9,9′-(2,6-pyridinediyl)bis-9H-carbazole

9,9′-(2,6-pyridinediyl)bis-9H-carbazole

Conditions
ConditionsYield
Stage #1: 9H-carbazole With methylmagnesium chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5℃; for 0.25h; Inert atmosphere; Schlenk technique;
Stage #2: 2,6-dichloropyridine With 2,6-bis(2,4,6-triisopropylphenyl)phenyl(dicyclohexylphosphine); [(2,6-bis(2,4,6-triisopropylphenyl)phenyl)dicyclohexylphosphine](allyl-η3)palladium(II) chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 145℃; for 3h; Reagent/catalyst; Solvent; Temperature; Glovebox; Sealed tube; Schlenk technique;
98%
With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); methylmagnesium chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5℃; Buchwald-Hartwig Coupling; Inert atmosphere; Reflux;91.2%
Stage #1: 9H-carbazole With methylmagnesium chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5 - 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 2,6-dichloropyridine With PdCl(π-allyl)(cyclohexyl-(1-methyl-2,2-diphenylcyclopropylphophine)) In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 108 - 112℃; for 0.25h; Inert atmosphere;
91%
With sodium hydride In N,N-dimethyl-formamide at 20 - 160℃; for 13h; Inert atmosphere;
With NaH In water; N,N-dimethyl-formamide
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

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

N,N-dimethyl-formamide

6-chloro-2-N,N-dimethylaminopyridine
1060801-42-4

6-chloro-2-N,N-dimethylaminopyridine

Conditions
ConditionsYield
at 180℃; for 2h; Microwave irradiation;98%
at 180℃; for 1h; Microwave irradiation;91%
at 180℃; for 1h; Microwave irradiation;91%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

N-methylaniline
100-61-8

N-methylaniline

6-chloro-N-methyl-N-phenylpyridin-2-amine
1339343-15-5

6-chloro-N-methyl-N-phenylpyridin-2-amine

Conditions
ConditionsYield
With potassium hexamethylsilazane In 1,4-dioxane at 25℃; for 0.5h;98%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

1-(bromomethyl)-3-isopropylbenzene

1-(bromomethyl)-3-isopropylbenzene

2,6-bis(3-isopropylbenzyl)pyridine

2,6-bis(3-isopropylbenzyl)pyridine

Conditions
ConditionsYield
Stage #1: 1-(bromomethyl)-3-isopropylbenzene With magnesium In diethyl ether at 20℃; for 1h; Reflux; Inert atmosphere;
Stage #2: 2,6-dichloropyridine With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; Reflux; Inert atmosphere;
98%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2,6-di(2-methylphenyl)pyridine

2,6-di(2-methylphenyl)pyridine

Conditions
ConditionsYield
With C84H64Cl3N3Pd; potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling;98%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

Thien-3-ylboronic acid
6165-69-1

Thien-3-ylboronic acid

2,6-di-(3-thienyl)pyridine
128140-93-2

2,6-di-(3-thienyl)pyridine

Conditions
ConditionsYield
With C84H64Cl3N3Pd; potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling;98%
pyrrolidine
123-75-1

pyrrolidine

2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

A

2-chloro-6-pyrrolidine-1-ylpyridine
117362-51-3

2-chloro-6-pyrrolidine-1-ylpyridine

B

2,6-di(pyrrolidin-1-yl)pyridine

2,6-di(pyrrolidin-1-yl)pyridine

Conditions
ConditionsYield
at 80℃; under 6000480 Torr; for 72h;A 3%
B 97%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

p-tolylzinc(II) chloride
90252-89-4

p-tolylzinc(II) chloride

2,6-di-p-tolylpyridine
14435-88-2

2,6-di-p-tolylpyridine

Conditions
ConditionsYield
With C21H18N8Ni2O(2+)*2F6P(1-) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20 - 80℃; Negishi coupling reaction;97%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

2,6-diphenylpyridine
3558-69-8

2,6-diphenylpyridine

Conditions
ConditionsYield
With nickel(II) chloride hexahydrate; C32H39N2OP In tetrahydrofuran at 25℃; for 20h; Kumada coupling reaction; Inert atmosphere;97%
With C18H16N6NiO2 In tetrahydrofuran at 30℃; for 2h; Kumada Cross-Coupling; Schlenk technique;90%
With CpPd(SIMes)Cl; lithium chloride In tetrahydrofuran; 1,2-dimethoxyethane at 20℃; for 36h; Kumada-Tamao-Corriu cross-coupling reaction; Inert atmosphere;79%
Stage #1: 2,6-dichloropyridine With Ni{N(SiMe3)(C6H3-2,6-Pri2)}2 In diethyl ether at -35℃; for 0.333333h; Inert atmosphere;
Stage #2: phenylmagnesium bromide In diethyl ether at 20℃; for 6h; Inert atmosphere;
92 %Spectr.
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

N-phenyl-2-cyclohexylamine
1821-36-9

N-phenyl-2-cyclohexylamine

6-chloro-N-cyclohexyl-N-phenylpyridin-2-amine
1360567-93-6

6-chloro-N-cyclohexyl-N-phenylpyridin-2-amine

Conditions
ConditionsYield
With potassium hexamethylsilazane In 1,4-dioxane at 25℃; for 4h;97%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

diphenylamine
122-39-4

diphenylamine

6-chloro-N,N-diphenylpyridin-2-amine
1360567-94-7

6-chloro-N,N-diphenylpyridin-2-amine

Conditions
ConditionsYield
With potassium hexamethylsilazane In 1,4-dioxane at 25℃; for 5h;97%
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

A

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

2,3-dichloro-pyridine

B

2,6-difluoro pyridine
1513-65-1

2,6-difluoro pyridine

Conditions
ConditionsYield
In dimethyl sulfoxideA 96.3%
B n/a

2402-78-0Relevant articles and documents

-

McKendry,Muelder

, p. 87,94 (1978)

-

Production method of 2, 6-dichloropyridine

-

Paragraph 0027-0060, (2020/05/01)

The invention discloses a production method of 2,6-dichloropyridine, which comprises the following steps: introducing pyridine, inert gas and chlorine into a photochlorination reaction device, and carrying out a photochlorination reaction at 150-195 DEG C under an ultraviolet light source which only emits light with the wavelength of 300-460nm.

Pyridine liquid phase light chlorinated preparation 2, 6 - dichloro pyridine method

-

Paragraph 0012-0035, (2019/07/05)

The invention relates to a kind of the trifluoromethyl chlorobenzene as the solvent, 2 - chloro pyridine and chlorine as the raw material, process for preparing the product purity ≥ 99.0% of 2, 6 - dichloro pyridine production method, in order to 2 - chloro pyridine, chlorine as the starting material, trifluoromethyl chlorobenzene as the solvent, in the 150 °C -200 °C temperature, ultraviolet light irradiation under the continuous feed of the liquid phase chlorination reaction, to obtain the chloride, wherein the chloride in pyridine 2, 6 - dichloro pyridine content ≥ 97%, chlorinated rough steaming, crystallization separation or distillation purification process, get the purity ≥ 99.0% of 2, 6 - chlorinate, yield is greater than 90%. Advantages: produced by the reaction of 2, 6 - dichloro pyridine high selectivity, adding solvent to the reaction device overcomes the problem of exhaust gas easy blockage of the pipe, reaction process is easy to control, help to realize commercial process.

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