2,6-Dichloropyridine supplier

Name
2,6-Dichloropyridine
EINECS 219-282-3
CAS No. 2402-78-0
Article Data34
CAS DataBase
Density 1.388 g/cm³
Solubility methanol: 50 mg/mL, clear

Melting Point 83-86 °C(lit.)

Formula C₅H₃Cl₂N

Boiling Point 206 °C at 760 mmHg

Molecular Weight 147.992

Flash Point 97.5 °C

Transport Information UN 2811 6.1/PG 2

Appearance White to light yellow solid

Safety 36/37/39-45-37/39-26-36

Risk Codes 25-36/37/38-22-23/24/25

Molecular Structure

Hazard Symbols T,Xn

Synonyms Pyridine, 2,6-dichloro-;

PSA 12.89000

LogP 2.38840

Synthetic route

109-09-1
2-chloropyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

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

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

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

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%

110-86-1
pyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

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℃;

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

A

109-09-1
2-chloropyridine

B

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

With copper(l) iodide; zinc In ethanol at 55 - 60℃; for 3h; A n/a
B 75%

626-05-1
2,6-Dibromopyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 96h; Inert atmosphere; 75%

109-09-1
2-chloropyridine

1984-23-2
p-nitrophenyl isocyanide

A

2402-78-0
2,6-dichloropyridine

B

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

C

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

Conditions

Conditions Yield

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

...Expand

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

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

With trichlorophosphate In N,N-dimethyl-formamide at 105℃; for 18h; 54%

With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h; 54%

42144-78-5
2-chloro-6-ethoxy-pyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h; 46%

29449-73-8
2-benzyloxy-6-chloro-pyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h; 41%

110-86-1
pyridine

614-45-9
tert-Butyl peroxybenzoate

A

626-60-8
3-Chloropyridine

B

109-09-1
2-chloropyridine

C

626-61-9
4-Chloropyridine

D

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

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

...Expand

110-86-1
pyridine

A

109-09-1
2-chloropyridine

B

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

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;

16879-02-0
6-chloro-2-hydroxypyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

With trichlorophosphate at 120℃;

141994-37-8
2,6-dichloro-isonicotinic acid ; silver (I)-compound

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

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

at 100℃; im Kohlendioxyd-Strom;

109-09-1
2-chloropyridine

A

2402-78-0
2,6-dichloropyridine

B

1513-65-1
2,6-difluoro pyridine

C

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

Conditions

Conditions Yield

With fluorine at 0℃;

...Expand

119071-51-1
C5H4ClFN(1+)*BF4(1-)

A

109-09-1
2-chloropyridine

B

2402-78-0
2,6-dichloropyridine

C

1513-65-1
2,6-difluoro pyridine

D

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

Conditions

Conditions Yield

With triethylamine for 0.0833333h; Ambient temperature; A 3 % Chromat.
B 1 % Chromat.
C 2.5 % Chromat.
D 72 % Chromat.

...Expand

56-23-5
tetrachloromethane

42521-08-4
2,6-dichloroisonicotinoyl chloride

palladium

palladium

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

Hydrogenation;

...Expand

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

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

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

at 100℃; Erhitzen im Kohlendioxyd-Strom;

110-86-1
pyridine

7782-50-5
chlorine

nitrogen

nitrogen

pumice stone

pumice stone

A

109-09-1
2-chloropyridine

B

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

at 270 - 300℃;

at 350 - 420℃;

...Expand

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

2039-85-2
3-Chlorostyrene

A

2402-78-0
2,6-dichloropyridine

B

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

C

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

Conditions

Conditions Yield

chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;

...Expand

1073-67-2
4-vinylbenzyl chloride

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

A

2402-78-0
2,6-dichloropyridine

B

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

C

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

Conditions

Conditions Yield

chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;

...Expand

873-66-5
1-propenylbenzene

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

A

2402-78-0
2,6-dichloropyridine

B

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

C

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

Conditions

Conditions Yield

chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;

...Expand

292638-84-7
styrene

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

A

2402-78-0
2,6-dichloropyridine

B

20780-53-4
(R)-Styrene oxide

C

20780-54-5
(S)-styrene oxide

Conditions

Conditions Yield

chiral ruthenium porphyrin complex catalyst In toluene at -10℃; for 48h; Title compound not separated from byproducts.;

...Expand

4645-11-8
6-ethoxy-2-bromo-pyridine

2402-78-0
2,6-dichloropyridine

Conditions

Conditions Yield

Multi-step reaction with 2 steps
1: water; hydrochloric acid / 160 °C / Unter Druck
2: phosphoryl chloride / 120 °C
View Scheme

2402-78-0
2,6-dichloropyridine

67-56-1
methanol

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

124-41-4
sodium methylate

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

Conditions

Conditions Yield

In methanol at 60℃; for 24h; 100%

In toluene for 24h;

2402-78-0
2,6-dichloropyridine

1692-25-7
3-pyridylboronic acid

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

Conditions

Conditions Yield

With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h; 100%

2402-78-0
2,6-dichloropyridine

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

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

587-04-2
3-Chlorobenzaldehyde

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

4254-02-8
cyclopentanecarbonitrile

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

102-97-6
Benzyl-isopropyl-amin

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

Conditions

Conditions Yield

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

2402-78-0
2,6-dichloropyridine

4294-57-9
para-methylphenylmagnesium bromide

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

141-43-5
ethanolamine

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

Conditions

Conditions Yield

With pyridine at 20 - 100℃; 99%

2402-78-0
2,6-dichloropyridine

potassium (4-methylphenyl)trifluoroborate

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

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

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

100-51-6
benzyl alcohol

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

74-93-1
methylthiol

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

Conditions

Conditions Yield

With sodium hydroxide; tetrabutylammomium bromide In water; benzene for 6h; Heating; 98%

2402-78-0
2,6-dichloropyridine

5188-07-8
sodium thiomethoxide

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

Conditions

Conditions Yield

With tetrabutylammomium bromide In water; benzene for 6h; Heating; 98%

With tetrabutyl-ammonium chloride In water; benzene for 6h; Heating; 98%

2402-78-0
2,6-dichloropyridine

98-80-6
phenylboronic acid

3558-69-8
2,6-diphenylpyridine

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

73183-34-3
bis(pinacol)diborane

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

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

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

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

Conditions

Conditions Yield

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%

110-89-4
piperidine

2402-78-0
2,6-dichloropyridine

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

Conditions

Conditions Yield

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;

2402-78-0
2,6-dichloropyridine

86-74-8
9H-carbazole

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

Conditions

Conditions Yield

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

2402-78-0
2,6-dichloropyridine

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

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

Conditions

Conditions Yield

at 180℃; for 2h; Microwave irradiation; 98%

at 180℃; for 1h; Microwave irradiation; 91%

at 180℃; for 1h; Microwave irradiation; 91%

2402-78-0
2,6-dichloropyridine

100-61-8
N-methylaniline

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

Conditions

Conditions Yield

With potassium hexamethylsilazane In 1,4-dioxane at 25℃; for 0.5h; 98%

2402-78-0
2,6-dichloropyridine

1-(bromomethyl)-3-isopropylbenzene

2,6-bis(3-isopropylbenzyl)pyridine

Conditions

Conditions Yield

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%

2402-78-0
2,6-dichloropyridine

16419-60-6
2-Methylphenylboronic acid

2,6-di(2-methylphenyl)pyridine

Conditions

Conditions Yield

With C84H64Cl3N3Pd; potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling; 98%

2402-78-0
2,6-dichloropyridine

6165-69-1
Thien-3-ylboronic acid

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

Conditions

Conditions Yield

With C84H64Cl3N3Pd; potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling; 98%

123-75-1
pyrrolidine

2402-78-0
2,6-dichloropyridine

A

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

B

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

Conditions

Conditions Yield

at 80℃; under 6000480 Torr; for 72h; A 3%
B 97%

...Expand

2402-78-0
2,6-dichloropyridine

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

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

Conditions

Conditions Yield

With C21H18N8Ni2O(2+)*2F6P(1-) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20 - 80℃; Negishi coupling reaction; 97%

2402-78-0
2,6-dichloropyridine

100-58-3
phenylmagnesium bromide

3558-69-8
2,6-diphenylpyridine

Conditions

Conditions Yield

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.

2402-78-0
2,6-dichloropyridine

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

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

Conditions

Conditions Yield

With potassium hexamethylsilazane In 1,4-dioxane at 25℃; for 4h; 97%

2402-78-0
2,6-dichloropyridine

122-39-4
diphenylamine

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

Conditions

Conditions Yield

With potassium hexamethylsilazane In 1,4-dioxane at 25℃; for 5h; 97%

2402-78-0
2,6-dichloropyridine

A

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

B

1513-65-1
2,6-difluoro pyridine

Conditions

Conditions Yield

In dimethyl sulfoxide A 96.3%
B n/a

2,6-Dichloropyridine Consensus Reports
Reported in EPA TSCA Inventory.
2,6-Dichloropyridine Standards and Recommendations
ASSAY: 95.0% min
2,6-Dichloropyridine Specification

The CAS register number of 2,6-Dichloropyridine is 2402-78-0. It also can be called as Pyridine, 2,6-dichloro- and the IUPAC name about this chemical is 2,6-dichloropyridine. The molecular formula about this chemical is C₅H₃Cl₂N and the molecular weight is 147.99. It belongs to the following product categories, such as Blocks; Pyridines; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine; Pyridines derivates; Chloropyridines; Halopyridines; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Chlorinated heterocyclic series and so on. This chemical is also used as a catalyst for phase transfer. It is also used as an intermediate for manufacturing synthetic organic, pharmaceuticals (pheniramine, the antiarrhythmic, antihistamine drug, disopyramide) and agrochemicals (herbicides, fungicides). It is an intermediate in the manufacture of pyrithione-based biocides used in cosmetics and various pharmaceutical products. If you want to store this chemical, please keep it in a tightly closed container and store it in a cool, dry, well-ventilated area away from incompatible substances.

Physical properties about 2,6-Dichloropyridine are: (1)ACD/LogP: 2.08; (2)ACD/LogD (pH 5.5): 2.08; (3)ACD/LogD (pH 7.4): 2.08; (4)ACD/BCF (pH 5.5): 22.46; (5)ACD/BCF (pH 7.4): 22.46; (6)ACD/KOC (pH 5.5): 322.84; (7)ACD/KOC (pH 7.4): 322.84; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89Å²; (10)Index of Refraction: 1.553; (11)Molar Refractivity: 34.13 cm³; (12)Molar Volume: 106.5 cm³; (13)Polarizability: 13.53x10^-24cm³; (14)Surface Tension: 43.1 dyne/cm; (15)Enthalpy of Vaporization: 42.42 kJ/mol; (16)Boiling Point: 206 °C at 760 mmHg; (17)Vapour Pressure: 0.349 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-chloro-6-methoxy-pyridine. This reaction will need reagent POCl₃, DMF. The reaction time is 18 hour(s) with reaction temperature of 105 ℃. The yield is about 54%.

Uses of 2,6-Dichloropyridine: it can be used to produce 6-chloro-pyridin-2-ylamine at temperature of 180 ℃. This reaction will need reagent 20percent NH₄OH with reaction time of 40 hours. The yield is about 32%.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed and it is irritating to eyes, respiratory system and skin, it is harmful if swallowed. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1nc(Cl)ccc1
(2)InChI: InChI=1/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H
(3)InChIKey: FILKGCRCWDMBKA-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H
(5)Std. InChIKey: FILKGCRCWDMBKA-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source

mouse LD50 intraperitoneal 115mg/kg (115mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ANTIPSYCHOTIC

LIVER: FATTY LIVER DEGERATION Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967.

mouse LD50 oral 176mg/kg (176mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 825, 1987.

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Conditions	Yield
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

Conditions	Yield
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%

Conditions	Yield
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℃;

Conditions	Yield
With trichlorophosphate In N,N-dimethyl-formamide at 105℃; for 18h;	54%
With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h;	54%

Conditions	Yield
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;

Conditions	Yield
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%

Conditions	Yield
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%

Conditions	Yield
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

Conditions	Yield
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%

Conditions	Yield
With tetrabutylammomium bromide In water; benzene for 6h; Heating;	98%
With tetrabutyl-ammonium chloride In water; benzene for 6h; Heating;	98%

Conditions	Yield
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%

Conditions	Yield
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%

Conditions	Yield
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%

Conditions	Yield
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;

Conditions	Yield
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

Conditions	Yield
at 180℃; for 2h; Microwave irradiation;	98%
at 180℃; for 1h; Microwave irradiation;	91%
at 180℃; for 1h; Microwave irradiation;	91%

Conditions	Yield
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.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	115mg/kg (115mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANTIPSYCHOTIC LIVER: FATTY LIVER DEGERATION	Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967.
mouse	LD50	oral	176mg/kg (176mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 825, 1987.

Product Name

2,6-Dichloropyridine

Synthetic route

2,6-Dichloropyridine Consensus Reports

2,6-Dichloropyridine Standards and Recommendations

2,6-Dichloropyridine Specification

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