2457-47-8

Basic information

• Product Name: 3,5-Dichloropyridine
• Synonyms: 3,5-dichloro-pyridin;3,5-DICHLOROPYRIDINE;Dichloropyridine,98%;3,5-Dichloroypyridine;3,5-Dichloropyridine,97%;3,5-Dichloripyridine;3,5-CHLOROPYRIDINE;3.5-Dichloropryidine
• CAS NO: 2457-47-8
• Molecular Formula: C₅H₃Cl₂N
• Molecular Weight: 147.99
• EINECS: 219-537-9
• Product Categories: Chloropyridines;Halopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Chlorinated heterocyclic series;Aromatics;Miscellaneous Reagents
• Mol File: 2457-47-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 65-67°C
• Boiling Point: 178 °C
• Flash Point: >110°C
• Appearance: White to yellow powder
• Density: 1.39
• Vapor Pressure: 1.79E-14mmHg at 25°C
• Refractive Index: 1.777
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Ethyl Acetate
• PKA: 0.32±0.10(Predicted)
• BRN: 1973
• CAS DataBase Reference: 3,5-Dichloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dichloropyridine(2457-47-8)
• EPA Substance Registry System: 3,5-Dichloropyridine(2457-47-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-39-36
• RIDADR: UN2811
• WGK Germany: 3
• RTECS: US8575000
• HazardClass: 6.1
• Hazardous Substances Data: 2457-47-8(Hazardous Substances Data)

Usage

Chemical Properties

White to yellow powder

Uses

3,5-Dichloropyridine (cas# 2457-47-8) is a compound useful in organic synthesis.

Purification Methods

Crystallise 3,5-dichloropyridine from EtOH, or distil it. [den Hertog et al. Recl Trav Chim, Pays Bas 69 685 1950, Beilstein 20 H 23, 20 III/IV 2502, 20 V 417.]

InChI:InChI=1/C25H13NO4/c1-3-7-16-11-20-18(9-14(16)5-1)27-22-13-23-25(26-24(22)29-20)30-21-12-17-8-4-2-6-15(17)10-19(21)28-23/h1-13H

Synthetic route

3,5-dicholoropyridine N-oxide (15177-57-8) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI) In N,N-dimethyl acetamide at 130℃; Microwave irradiation; Sealed tube; Green chemistry; chemoselective reaction;	95%

2,3,5-trichloropyridine (16063-70-0) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With acetic acid; zinc In water at 65 - 95℃; for 1 - 5.25h; Product distribution / selectivity;	87.3%

lithioacetonitrile (99749-00-5) + 3,5-dichloropyridine-4-carbonitrile (153463-65-1) → 3,5-dichloropyridine (2457-47-8) + 3,5-dichloro-4-pyridylacetonitrile

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.0833333h;	A n/a B 73%

2,3,4,5,6-pentachloropyridine (2176-62-7) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With sodium acetate; acetic acid; zinc at 100℃; for 5.5h; Product distribution / selectivity;	65%
With acetic acid; zinc In water at 81 - 82℃; for 30h; Product distribution / selectivity;	44.6 %Chromat.
With acetic acid; zinc In 1,4-dioxane; water at 81 - 82℃; for 29h; Product distribution / selectivity;	60.8 %Chromat.

1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone (221615-75-4) + chloromalonaldehyde → 3,5-dichloropyridine (2457-47-8) + etoricoxib (202409-33-4) + 1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan

Conditions	Yield
With ammonium acetate In propionic acid at 125℃;	A n/a B 62% C 15%

methyllithium (917-54-4) + 3,5-dichloropyridine-4-carbonitrile (153463-65-1) → 3,5-dichloro-4-picoline (100868-46-0) + 3,5-dichloropyridine (2457-47-8) + 3,5-dichloro-4-pyridylacetonitrile + methyl 3,5-dichloro-4-pyridyl imine (402561-62-0)

Conditions	Yield
In tetrahydrofuran at -75℃; for 0.333333h;	A 12% B 12% C 9% D 57%

methyllithium (917-54-4) + 3,5-dichloropyridine-4-carbonitrile (153463-65-1) → 3,5-dichloro-4-picoline (100868-46-0) + 3,5-dichloropyridine (2457-47-8) + 3,5-dichloro-4-pyridylacetonitrile

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.333333h;	A 3% B 45% C 32%

2,3,5-trichloropyridine (16063-70-0) → 3,5-dichloropyridine (2457-47-8) + N,N'-bis(3,5-dichloro-2-pyridyl)hydrazine

Conditions	Yield
With hydrazine hydrate In dimethyl sulfoxide Heating;	A 18% B 28%

3-HYDROXYPYRIDINE (109-00-2) → 3-Chloropyridine (626-60-8) + 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With phosphorus pentachloride

2-methoxy-3,4-dihydro-2H-pyran (4454-05-1) → 3-Chloropyridine (626-60-8) + 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With chlorine Eintragen des Reaktionsgemisches in eine heisse wss. Loesung von Ammoniumchlorid und Eisen(III)-chlorid;
With chlorine Eintragen des Reaktionsgemisches in eine heisse wss. Loesung von Ammoniumchlorid und Eisen(III)-chlorid;

5-chloropyridin-3-amine (22353-34-0) → 3,5-dichloropyridine (2457-47-8)

3,5-dichloropyridine-2-carboxylic acid (81719-53-1) + glycerol (56-81-5) → 3,5-dichloropyridine (2457-47-8)

3,5-dichloropyridine-2-carboxylic acid (81719-53-1) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
Erhitzen auf Temperaturen oberhalb des Schmelzpunkts;

3,5-dichloropyridine-4-carboxylic acid (13958-93-5) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
at 230℃; im Rohr;

pyridine hydrochloride (628-13-7) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With chlorine at 115 - 120℃;

pyridine hydrochloride (628-13-7) → 3-Chloropyridine (626-60-8) + 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With chlorine at 170℃;
With chlorine at 200℃;

nopinone (24903-95-5) + N-[(2Z)-2-chloro-3-(dimethylamino)prop-2-en-1-ylidene]-N-methylmethanaminium perchlorate → 5-chloropyrimidine (17180-94-8) + 3,5-dichloropyridine (2457-47-8) + 5-Chloro-10,10-dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene (117648-74-5)

Conditions	Yield
Multistep reaction. Yields of byproduct given;
Yield given. Multistep reaction;

C5H3Cl2FN → 3,5-dichloropyridine (2457-47-8) + 3,5-dichloro-N-fluoropyridinium (107264-05-1)

Conditions	Yield
With 4-bromoanisole cation radical In acetonitrile at 23℃; Rate constant; Mechanism;

N-methyl-3,5-dichloropyridinium iodide (23029-86-9) + triphenylphosphine (603-35-0) → 3,5-dichloropyridine (2457-47-8) + methyl-triphenylphosphonium iodide (2065-66-9)

Conditions	Yield
In acetonitrile at 115℃; Rate constant; Thermodynamic data; k2=15.1s-1M-1; var. temp. ΔS*=9.1 e.u. ΔH*=29.7kcal/mol;

N-methyl-3,5-dichloropyridinium iodide (23029-86-9) + methyl iodide (74-88-4) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
In acetonitrile at 25℃; Kinetics; Equilibrium constant; Thermodynamic data; ΔG(excit.), ΔH(excit.), ΔS(excit.);

3.5-dichloro-picolinic acid → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With glycerol beim Destillieren;

barium salt of/the/ pyridine-disulfonic acid-(3.5) → 2,3,5-trichloropyridine (16063-70-0) + 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
With phosphorus pentachloride at 200℃;

pyridine (110-86-1) + chlorine (7782-50-5) + nitrogen + pumice stone → 3,4,5-trichloropyridine (33216-52-3) + 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
at 220℃;

pyridine (110-86-1) + chlorine (7782-50-5) → 3-Chloropyridine (626-60-8) + 3,4,5-trichloropyridine (33216-52-3) + 2,3,4,5,6-pentachloropyridine (2176-62-7) + 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
at 170℃; beim Behandeln des Pyridin-hydrochlorids;

3,4,5-trichloropicolinic acid (5439-04-3) + hydrogen iodide (10034-85-2) + red phosphorus → 3,5-dichloropyridine-2-carboxylic acid (81719-53-1) + 3,5-dichloropyridine (2457-47-8) + 3,5-dichloro-4-iodo-pyridine(?)

3,5-dichloropyridine-4-carboxaldehyde (136590-83-5) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
Stage #1: 3,5-dichloropyridine-4-carboxaldehyde With phenyllithium In diethyl ether; hexane at -75℃; for 2h; Stage #2: With hydroxide In water

pyridine-4-carboxylic acid (55-22-1) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / 180 - 220 °C / im Rohr und Zersetzen des Reaktionsprodukts mit Wasser 2: 230 °C / im Rohr View Scheme

3,5-dichloro-4-hydroxy-pyridine-2-carboxylic acid (846045-08-7, 858443-51-3) → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: POCl3; PCl5 3: ethanolic alkaline solution 4: aqueous HI; red phosphorus 5: Erhitzen auf Temperaturen oberhalb des Schmelzpunkts View Scheme

3,4,5-trichloro-pyridine-2-carbonyl chloride → 3,5-dichloropyridine (2457-47-8)

Conditions	Yield
Multi-step reaction with 4 steps 2: ethanolic alkaline solution 3: aqueous HI; red phosphorus 4: Erhitzen auf Temperaturen oberhalb des Schmelzpunkts View Scheme

pyrrolidine (123-75-1) + 3,5-dichloropyridine (2457-47-8) → 3-Chloro-5-pyrrolidin-1-yl-pyridine

Conditions	Yield
at 100℃; under 4500360 Torr; for 72h;	100%

3,5-dichloropyridine (2457-47-8) + allyl alcohol (107-18-6) → 3-chloro-5-propen-cis-yloxypyridine (897396-03-1)

Conditions	Yield
Stage #1: allyl alcohol With sodium at 80℃; for 3h; Stage #2: 3,5-dichloropyridine In dimethyl sulfoxide at 60℃; for 1h;	100%

3,5-dichloropyridine (2457-47-8) + butan-1-ol (71-36-3) → 3-n-butoxy-5-chloropyridine (303161-67-3)

Conditions	Yield
Stage #1: butan-1-ol With sodium at 80℃; for 3h; Stage #2: 3,5-dichloropyridine In dimethyl sulfoxide at 70℃; for 10h;	100%

3,5-dichloropyridine (2457-47-8) + Dimethylphenylsilane (766-77-8) → 3,5-dichloro-1-[dimethyl(phenyl)silyl]-1,4-dihydropyridine (1308789-48-1)

Conditions	Yield
With C29H38PRuS(1+)*C32H12BF24(1-) In neat (no solvent) at 20℃; for 12h; Inert atmosphere; Glovebox;	98%
With tris(pentafluorophenyl)borate In (2)H8-toluene at 85℃; for 5h; Inert atmosphere; chemoselective reaction;	92 %Spectr.

3,5-dichloropyridine (2457-47-8) → 3,5-dicholoropyridine N-oxide (15177-57-8)

Conditions	Yield
With peracetic acid In chloroform; acetic acid at 50℃; for 67h;	96%
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 24℃; for 17h;	94%
With bis-trimethylsilanyl peroxide; per-rhenic acid In dichloromethane; water at 24℃; for 20h;	90%

3,5-dichloropyridine (2457-47-8) + sodium thiomethoxide (5188-07-8) → 5-Chloro-3-methylsulfenylpyridine (98627-01-1)

Conditions	Yield
In N,N-dimethyl-formamide Heating;	95%
In N,N-dimethyl-formamide at 20℃; for 1h;

3,5-dichloropyridine (2457-47-8) → 5-Chloro-3-methylsulfenylpyridine (98627-01-1)

Conditions	Yield
With mesna In N,N-dimethyl-formamide Ambient temperature;	95%

3,5-dichloropyridine (2457-47-8) + phenylboronic acid (98-80-6) → 3,5-diphenylpyridine (92-07-9)

Conditions	Yield
With sodium hydroxide; polyaniline-supported palladium In water at 100℃; for 6h; Suzuki coupling;	95%
With caesium carbonate; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-) In 1,2-dimethoxyethane Suzuki-Miyaura cross-coupling; Heating;	74%

3,5-dichloropyridine (2457-47-8) + benzaldehyde (100-52-7) → phenyl(3,5-dichloro-4-pyridyl)methanol

Conditions	Yield
Stage #1: 3,5-dichloropyridine; benzaldehyde With tris(trimethylsilyl)amine; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 6h; Stage #2: With methanol; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;	94%

3,5-dichloropyridine (2457-47-8) + pivalaldehyde (630-19-3) → C10H13Cl2NO

Conditions	Yield
Stage #1: 3,5-dichloropyridine; pivalaldehyde With tris(trimethylsilyl)amine; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 6h; Stage #2: With methanol; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;	94%

3,5-dichloropyridine (2457-47-8) + 4,4-ethylenedioxy-piperidine (177-11-7) → C12H15N2O2Cl

Conditions	Yield
With sodium t-butanolate; XPhos; palladium diacetate In toluene; tert-butyl alcohol at 120℃; for 14h; Buchwald-Hartwig amination;	93%

tetrafluoroboric acid diethyl ether (67969-82-8) + 3,5-dichloropyridine (2457-47-8) → BF4(1-)*C5H3Cl2N*H(1+)

Conditions	Yield
In diethyl ether at 0 - 20℃;	93%

3,5-dichloropyridine (2457-47-8) + tert-butyl 1,4-diazepine-1-carboxylate (112275-50-0) → 4-(5-chloropyridin-3-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (303161-70-8)

Conditions	Yield
With palladium diacetate; sodium t-butanolate; XPhos In toluene; tert-butyl alcohol at 120℃; for 18h; Buchwald-Hartwig reaction; Inert atmosphere;	92%

3,5-dichloropyridine (2457-47-8) + sodium ethanolate (141-52-6) → 3-chloro-5-ethoxypyridine (223797-65-7)

Conditions	Yield
In dimethyl sulfoxide at 90℃; for 2h; ethoxylation;	91%
	89%
In dimethyl sulfoxide at 80℃; for 1h;

pyridine-4-carbonitrile (100-48-1) + 3,5-dichloropyridine (2457-47-8) → [4-(3,5-dichloro)pyridyl](4-pyridyl)ketimine (847446-18-8)

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;	91%

3,5-dichloropyridine (2457-47-8) + 3,5-dichloropyridine-4-carboxaldehyde (136590-83-5) → bis[4-(3,5-dichloro)pyridyl]methanol (847446-20-2)

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;	91%

Methyl formate (107-31-3) + 3,5-dichloropyridine (2457-47-8) → 3,5-dichloropyridine-4-carboxaldehyde (136590-83-5)

Conditions	Yield
Stage #1: 3,5-dichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Stage #2: Methyl formate In tetrahydrofuran at -78℃; for 1.4h; Further stages.;	90%

3,5-dichloropyridine (2457-47-8) + acetaldehyde (75-07-0) → 1-(3,5-dichloropyridin-4-yl)ethan-1-ol (1254473-66-9)

Conditions	Yield
Stage #1: 3,5-dichloropyridine With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexanes at -78℃; Stage #2: acetaldehyde In tetrahydrofuran; hexanes at -78℃; for 3h; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexanes at -78℃;	90%
Stage #1: 3,5-dichloropyridine; acetaldehyde With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 3h; Stage #2: With ammonium chloride In tetrahydrofuran; hexane; water at -78 - 20℃;	90%
With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃;	90%
Stage #1: 3,5-dichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: acetaldehyde In tetrahydrofuran at 20℃; for 2h;	66%
With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 3h;	65%

3,5-dichloropyridine (2457-47-8) + methyl chloroformate (79-22-1) + phenylacetylene (536-74-3) → methyl 3,5-dichloro-2-(phenylethynyl)pyridine-1(2H)-carboxylate

Conditions	Yield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	90%

3,5-dichloropyridine (2457-47-8) + p-tolylboronic pinacol ester (195062-57-8) → 3,5-bis(4-methylphenyl)pyridine (26409-32-5)

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium hydroxide In neat (no solvent) at 110℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	89%

3,5-dichloropyridine (2457-47-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C11H16BCl2NO2

Conditions	Yield
With C14H22N2P(1+)*CF3O3S(1-) In [D3]acetonitrile at 28℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	89%

3,5-dichloropyridine (2457-47-8) → 3,5,3',5'-tetrachloro-[4,4']bipyridinyl

Conditions	Yield
Stage #1: 3,5-dichloropyridine With Bu3MgLi In tetrahydrofuran at -10℃; for 2h; Stage #2: With iodine In tetrahydrofuran at 20℃; for 18h; Further stages.;	88%
Stage #1: 3,5-dichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -40℃; for 1h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere;	44%
Multi-step reaction with 2 steps 1.1: Bu3MgLi / tetrahydrofuran / 2 h / -10 °C 1.2: D2O / tetrahydrofuran 2.1: I2 / tetrahydrofuran; H2O View Scheme

3,5-dichloropyridine (2457-47-8) + sodium methylate (124-41-4) → 3-chloro-5-methoxypyridine (95881-83-7)

Conditions	Yield
In N,N-dimethyl-formamide at 80℃;	87%
In dimethyl sulfoxide at 70℃; for 2h;	77%
In dimethyl sulfoxide at 80℃; for 1h;	62%

3,5-dichloropyridine (2457-47-8) + sodium isopropanethiolate (20607-43-6) → 3,5-bis(isopropylthio)pyridine (98627-07-7)

Conditions	Yield
In N,N-dimethyl-formamide at 80℃;	87%

3,5-dichloropyridine (2457-47-8) → 5-chloro-2-methoxypyridine (13473-01-3)

Conditions	Yield
With sodium methylate In N,N-dimethyl-formamide at 80℃; for 2h;	87%

3,5-dichloropyridine (2457-47-8) → 3,5-bis(isopropylthio)pyridine (98627-07-7)

Conditions	Yield
With sodium isopropanethiolate In N,N-dimethyl-formamide at 80℃; for 15h;	87%

1-bromo-4-methoxy-benzene (104-92-7) + 3,5-dichloropyridine (2457-47-8) → 3,5-bis-(4-methoxyphenyl)-pyridine (26409-33-6)

Conditions	Yield
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran Metallation; Stage #2: 3,5-dichloropyridine With dibromobis(triphenylphosphine)nickel(II) In tetrahydrofuran Grignard reaction; Further stages.;	86%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); magnesium; ethylene dibromide In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;	73%

3,5-dichloropyridine (2457-47-8) → 4-bromo-3,5-dichloropyridine (343781-45-3)

Conditions	Yield
Stage #1: 3,5-dichloropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -75℃; for 2h; Stage #2: With bromine In tetrahydrofuran; hexane at -75℃; for 3h;	86%

Upstream product

• 22353-34-0 5-chloropyridin-3-amine 
• 5439-04-3 3,4,5-trichloropicolinic acid 
• 10034-85-2 hydrogen iodide 
• 16063-70-0 2,3,5-trichloropyridine 
• 15177-57-8 3,5-dicholoropyridine N-oxide 
• 2402-79-1 2,3,5,6-tetrachloropyridine 
• 2176-62-7 2,3,4,5,6-pentachloropyridine 
• 200711-45-1 3,4,5-trichloro-pyridine-2-carboxylic acid methyl ester 
• 846045-08-7 3,5-dichloro-4-hydroxy-pyridine-2-carboxylic acid 
• 55-22-1 pyridine-4-carboxylic acid 
• 136590-83-5 3,5-dichloropyridine-4-carboxaldehyde 
• 99749-00-5 lithioacetonitrile 
• 153463-65-1 3,5-dichloropyridine-4-carbonitrile 
• 917-54-4 methyllithium 

Downstream Products

• 98959-85-4 3,5-diethoxypyridine 
• 14773-50-3 3-ethoxypyridine 
• 136590-83-5 3,5-dichloropyridine-4-carboxaldehyde 
• 4318-78-9 3,5-diaminopyridine 
• 26409-33-6 3,5-bis-(4-methoxyphenyl)-pyridine 
• 100868-46-0 3,5-dichloro-4-picoline 
• 13958-93-5 3,5-dichloropyridine-4-carboxylic acid 
• 114959-07-8 Co(TPP-d8)(DCP)⁽¹⁶⁾O₂ 
• 76377-09-8 3,5-dichloropyridine zinc tetraphenylporphyrin 
• 82582-68-1 (5,10,15,20-tetraphenylporphyrinato)(3,5-dichloropyridine)cadmium 
• 70710-62-2 trans-Fe(cyclohexylxanthate)2(3,5-dichloropyridine)2 
• 100846-28-4 3,3',5,5'-tetrachloro-2,2'-bipyridine 
• 1393956-21-2 (6,8-dichloroindolizine-1,2,3-triyl)tris(phenylmethanone) 

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A molybdenum-catalyzed deoxygenation of pyridine N-oxides and N-hydroxybenzotriazoles, as well as other azole N-oxides, has been developed using pinacol as an environmentally friendly oxo-acceptor. The only by-products are acetone and water making the process a convenient alternative to established protocols in terms of waste generation. The reaction is highly chemoselective and a variety of functional groups are tolerated. The processes are usually very clean allowing the isolation of the pure deoxygenated products after a simple extraction in most cases. (Figure presented.).

3,5-Dichloro-4-pyridinecarbonitrile: A multisite substrate for carbon nucleophiles

The reactivity of 3,5-dichloro-4-pyridinecarbonitrile (1) towards lithium or magnesium organometallic reagent is described. Conditions for substitution of cyano with alkyl or phenyl group, alkylation at the position 2 with removal of the 5-positioned chlorine, and formation of methyl or phenyl dichloropyridyl imines are reported. The obtained 4-alkyl-3,5-dichloropyridines can undergo a further alkylation at the position 2. The 3,5-dichloro-4-pyridyl residue is shown to be a good leaving group in form of anion yielding 3,5-dichloropyridine either from 1 or 3,5-dichloro-4-pyridinecarboxaldehyde.

Halogen-containing pyridines. 7. Synthesis and some conversions of (3,5-dichloro-2-pyridyl)hydrazine

(3,5-Dichloro-2-pyridyl)hydrazine was synthesized by the interaction of 2,3,5-trichloropyridine with hydrazine hydrate. Reaction of the former with carbonyl compounds gave N-(3,5-dichloro-2-pyridyl)hydrazones, and with acid anhydrides N′-acyl derivatives were formed. Azodyestuffs containing 3,5-dichloropyridyl fragments were obtained from some of the hydrazones synthesized.