6-Chloronicotinic acid supplier

Name
6-Chloronicotinic acid
EINECS 226-201-5
CAS No. 5326-23-8
Article Data30
CAS DataBase
Density 1.47 g/cm³
Solubility Soluble in water (2 mg/ml at 20°C), ethanol, methanol, DMSO, and slightly soluble in chloroform.
Melting Point 190 °C (dec.)(lit.)
Formula C₆H₄ClNO₂
Boiling Point 330.1 °C at 760 mmHg
Molecular Weight 157.556
Flash Point 153.4 °C
Transport Information
Appearance Off-white to beige crystalline powder
Safety 26-36-24/25-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 6-Chloro-3-pyridinecarboxylic acid;6-chloropyridine-3-carboxylate;6-chloropyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 6-chloro-;6-Cholre Nicotinic Acid;6-Chloro nicotinic acid;
PSA 50.19000
LogP 1.43320

Synthetic route

: 5006-66-6
6-hydroxy-3-pyridinecarboxylic acid

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride pH=2; pH-value;	98%
With phosphorus pentachloride; trichlorophosphate at 120 - 130℃;

: 69045-78-9
2-chloro-5-(Trichloromethyl)-pyridine

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
In sulfuric acid	94%
With sulfuric acid; lithium acetate; water; silver; fluorosulphonic acid; acetic acid In methanol at 30 - 35℃; Solvent; Temperature; Electrolysis;	84%

: 18368-64-4
2-chloro-5-methylpyridine

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With oxygen; cobalt(II) acetate In chlorobenzene at 80℃; for 4h; Temperature;	79.7%
With potassium permanganate In water for 5h; Heating;	60.1%

: 69045-79-0
2-choro-5-iodopyridine

: H2O*CHLiO2

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With formic acid; 1,3-bis-(diphenylphosphino)propane; nickel(II) acetate tetrahydrate; acetic anhydride In tetrahydrofuran at 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;	60%

Ac2 O: Ac2 O

: 75-09-2
dichloromethane

: 121-44-8
triethylamine

A: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

B: 2-hydroxy-5-pyridine carboxylic acid (6-hydroxynicotinic acid)

Conditions

Conditions	Yield
With sodium hydroxide	A n/a B 54.2%
	A n/a B 53.8%
	A n/a B 40.8%

...Expand

: 5006-66-6
6-hydroxy-3-pyridinecarboxylic acid

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
at 120 - 130℃; eintragen des Reaktionsprodukts in Eiswasser;

...Expand

: 112091-17-5
3-(1-methylpyrrolidin-2-yl)-6-chloropyridine

permanganate solution: permanganate solution

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
(+-)-Py 6-chloro-nicotine;

: 105827-78-9
1-(6-chloronicotinyl)-2-nitroiminoimidazoline

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With potassium permanganate In ethanol for 0.333333h; Oxidation; reflux;

: 59-67-6
nicotinic acid

phenyl-β-pyridyl ketone: phenyl-β-pyridyl ketone

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C 2: PCl5, POCl3 View Scheme

: 1074-38-0
2-nitro-5-methylpyridine

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KMnO4; H2O 2: aqueous HCl View Scheme

: 49608-01-7
6-chloro-3-pyridinecarboxylic acid ethyl ester

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran

: 105827-78-9
1-(6-chloronicotinyl)-2-nitroiminoimidazoline

A: 616-45-5
2-pyrrolidinon

B: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

C: 6271-78-9
6-chloro-3-pyridinecarboxamide

D: 23100-12-1
6-chloronicotinylaldehyde

E: 463-04-7
n-Amyl nitrite

F: 625-74-1
1-nitroisobutane

G: 120868-66-8
1-[(6-chloro-3-pyridinyl)-methyl]-imidazolidin-2-one

Conditions

Conditions	Yield
With phosphotungstic acid supported on mesoporous sieve MCM-41 In water for 14h; Irradiation;

...Expand

: 135410-20-7
acetamiprid

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With Er doped Ti/SnO2-Sb electrode for 3h; Kinetics; Electrochemical reaction;

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 13054-02-9
6-iodo-nicotinic acid

Conditions

Conditions	Yield
With sodium iodide In butanone at 110℃; for 12h; Inert atmosphere;	100%
With hydrogen iodide; sodium iodide for 24h; Heating;	45%
With butanone; potassium iodide

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 58757-38-3
6-Chloronicotinoyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 90℃; Inert atmosphere;	100%
With oxalyl dichloride at 63℃; for 20h;	98%
With phosphorus pentachloride; trichlorophosphate for 4h; Heating;	95%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 5619-07-8
methyl 2-amino-3-phenylpropanoate hydrochloride

: 2-[(6-chloropyridine-3-carbonyl)amino]-3-phenylpropionic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; Stirring overnight;	100%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 78797-58-7, 78797-59-8, 78797-62-3, 36520-39-5
azetidine hydrochloride

: 720693-14-1
5-(azetidin-1-ylcarbonyl)-2-chloropyridine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; Inert atmosphere;	100%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 1-(piperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea

: 1246188-56-6
1-(1-(6-chloronicotinoyl)piperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;	100%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 75-77-4
chloro-trimethyl-silane

: 1233246-15-5
6-chloronicotinic acid trimethylsilyl ester

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 78℃; for 3h; Inert atmosphere;	100%

: 509083-73-2
4-((5S,9R)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro-[4.4]nonan-9-yl)benzonitrile

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 893397-44-9
BMS-688521

Conditions

Conditions	Yield
Stage #1: 6-Chloro-3-pyridinecarboxylic acid With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In ISOPROPYLAMIDE for 3h; Heating / reflux; Stage #2: 4-((5S,9R)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro-[4.4]nonan-9-yl)benzonitrile In ISOPROPYLAMIDE at 95℃; for 30h; Stage #3: With water In ISOPROPYLAMIDE at 0℃; Product distribution / selectivity;	98%
With N-ethyl-N,N-diisopropylamine In ISOPROPYLAMIDE at 110℃; for 30h; Product distribution / selectivity;	54%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 2393-23-9
4-methoxy-benzylamine

: 805303-96-2
6-chloro-N-(4-methoxy-benzyl)-nicotinamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3h;	97%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 24424-99-5
di-tert-butyl dicarbonate

: 115309-57-4
tert-butyl 2-chloro-5-pyridinecarboxylate

Conditions

Conditions	Yield
With dmap In tetrahydrofuran for 4.5h; Reflux;	97%
Stage #1: 6-Chloro-3-pyridinecarboxylic acid With dmap In tetrahydrofuran for 3h; Reflux; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran for 3h; Reflux;	94%
With dmap In tetrahydrofuran at 62.5℃; for 5.6h; Product distribution / selectivity;
With dmap In tetrahydrofuran at 62.5℃; Large scale reaction;
With dmap In tetrahydrofuran at 70℃; for 1h; Large scale;

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 75-64-9
tert-butylamine

: 115309-58-5
N-tert-butyl-6-chloro-nicotinamide

Conditions

Conditions	Yield
Stage #1: 6-Chloro-3-pyridinecarboxylic acid With thionyl chloride Stage #2: tert-butylamine	97%
Stage #1: 6-Chloro-3-pyridinecarboxylic acid With thionyl chloride for 2h; Heating; Stage #2: tert-butylamine In dichloromethane at 20℃; for 20h; Further stages.;	88%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 768-35-4
3-fluorophenylboronic acid

: 582325-22-2
6-(3-fluorophenyl)-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide In water; toluene for 20h; Product distribution / selectivity; Heating / reflux;	97%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 90℃; Product distribution / selectivity;
Stage #1: 6-Chloro-3-pyridinecarboxylic acid; 3-fluorophenylboronic acid With tetrabutylammomium bromide; potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 20h; Reflux; Stage #2: With hydrogenchloride In water; toluene pH=3;

: 580-19-8
quinolin-7-ylamine

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 582325-21-1
C15H10ClN3O

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	97%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 79-37-8
oxalyl dichloride

: 136592-00-2
2-chloro-1-(6-chloropyridin-3-yl)ethanone

Conditions

Conditions	Yield
Stage #1: 6-Chloro-3-pyridinecarboxylic acid; oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 2.5h; Stage #2: With diazomethyl-trimethyl-silane In dichloromethane; N,N-dimethyl-formamide for 2h;	97%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 133081-24-0
6-hydrazinylnicotinic acid

Conditions

Conditions	Yield
With hydrazine hydrate at 100℃; for 4h; Inert atmosphere;	96%
With hydrazine hydrate In ethanol Reflux;	91%
With hydrazine hydrate In water for 6h; Heating;	90%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 149281-42-5
6-chloro-N-methoxy-N-methylpyridine-3-carboxamide

Conditions

Conditions	Yield
	96%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20 - 60℃;	93%
Stage #1: 6-Chloro-3-pyridinecarboxylic acid With oxalyl dichloride In tetrahydrofuran at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 20℃; for 1h;	73.8%

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

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 73781-91-6
6-Chloronicotinic acid methyl ester

Conditions

Conditions	Yield
	95%
In tetrahydrofuran

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 73781-91-6
6-Chloronicotinic acid methyl ester

Conditions

Conditions	Yield
In methanol; diethyl ether; toluene at 0℃; for 0.75h; Inert atmosphere;	95%
In methanol; diethyl ether; toluene at 0℃; for 0.5h; Inert atmosphere;	95%
In methanol
In methanol; diethyl ether; toluene at 20℃; for 0.5h;

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 90327-03-0
6-chloronicotinic acid 1-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 45℃; for 24h;	93%
With dihydrogen peroxide; trifluoroacetic acid at 0 - 45℃;	64%
With dihydrogen peroxide; trifluoroacetic acid
Multi-step reaction with 3 steps 1.1: diethyl ether; toluene; methanol / 0.75 h / 0 °C / Inert atmosphere 2.1: dihydrogen peroxide; methyltrioxorhenium(VII) / water; ethanol / 24 h / 20 °C 3.1: sodium hydroxide / methanol / 1 h / Reflux 3.2: 0 °C / pH 4-5 View Scheme
Multi-step reaction with 3 steps 1: diethyl ether; toluene; methanol / 0.5 h / 0 °C / Inert atmosphere 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C 3: potassium hydroxide; water / 3 h / 100 °C View Scheme

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 6-chloronicotinic acid chloride hydrochloride

Conditions

Conditions	Yield
With thionyl chloride for 2h; Heating / reflux;	93%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 106-40-1
4-bromo-aniline

: 1002796-95-3
N-(4-bromophenyl)-6-chloronicotinamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;	93%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 78-39-7
Triethyl orthoacetate

: 49608-01-7
6-chloro-3-pyridinecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene	92.3%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 146651-75-4
tert–butyl (2–aminophenyl)carbamate

: 623588-14-7
t-butyl (2-(6-chloronicotinamido)phenyl)carbamate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 18h;	92%
With TEA; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In acetonitrile at 20℃;

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 108-93-0
cyclohexanol

: 6-(cyclohexyloxy)pyridine-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 6-Chloro-3-pyridinecarboxylic acid; cyclohexanol With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 4h; Heating / reflux; Stage #2: With acetic acid In DMF (N,N-dimethyl-formamide); water pH=5;	92%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 130℃; Inert atmosphere;	76%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 509101-24-0
6,6-difluoro-5-methyl-5-hexenol

: 6,6-difluoro-5-methyl-5-hexenyl 6-chloronicotinate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 15h;	92%

: 2038-03-1
4-(2-AMINOETHYL)MORPHOLINE

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 446269-58-5
6-chloro-N-(2-morpholinoethyl)nicotinamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;	92%

: 67-56-1
methanol

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 73781-91-6
6-Chloronicotinic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid at 0 - 60℃;	91%
Stage #1: 6-Chloro-3-pyridinecarboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: methanol In dichloromethane at 40℃; for 0.25h;	91%
With sulfuric acid for 8h; Reflux; Large scale;	84.6%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: C12H11BrN4O3

: 1-(4-bromophenyl)-2-(2-methyl-4-nitro-1H-imidazol-1-yl)ethanone-(6-chloronicotinoyl)oxime

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	91%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 137-07-5
2-amino-benzenethiol

: 165901-22-4
6-aminopyridine-3-carboxylic acid

Conditions

Conditions	Yield
With acetic acid for 24h; Heating;	90%

6-Chloronicotinic acid Chemical Properties

Molecular Structure:

Molecular Formula: C₆H₄ClNO₂
Molecular Weight: 157.5545
IUPAC Name: 6-Chloropyridine-3-carboxylic acid
Synonyms of 6-Chloronicotinic acid (CAS NO.5326-23-8): 6-Chloro-3-pyridinecarboxylic acid ; EINECS 226-201-5 ; NSC 277 ; 3-Pyridinecarboxylic acid, 6-chloro-
CAS NO: 5326-23-8
Product Categories: Nitrogen cyclic compounds ; blocks ; Carboxes ; Pyridines ; Pyridine ; Carboxylic Acids ; Organic acids ; Chloropyridines ; Halopyridines ; Carboxylic Acids ; Picolinic acid series
Melting point: 190 °C
Index of Refraction: 1.59
Molar Refractivity: 36.16 cm³
Molar Volume: 107.1 cm³
Surface Tension: 61 dyne/cm
Density: 1.47 g/cm³
Flash Point: 153.4 °C
Enthalpy of Vaporization: 60.44 kJ/mol
Boiling Point: 330.1 °C at 760 mmHg
Vapour Pressure: 6.84E-05 mmHg at 25°C

6-Chloronicotinic acid Uses

6-Chloronicotinic acid (CAS NO.5326-23-8) is used as building block for different chemical synthesis. Product Data Sheet.

6-Chloronicotinic acid Toxicity Data With Reference

1. RTECS#: CAS# 5326-23-8: None listed
2. LD50/LC50: RTECS: Not available.
3. Carcinogenicity: 6-Chloronicotinic acid - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4. Other: The toxicological properties have not been fully investigated.

6-Chloronicotinic acid Consensus Reports

6-Chloronicotinic acid (CAS NO.5326-23-8) is reported in EPA TSCA Inventory.

6-Chloronicotinic acid Safety Profile

Hazard Codes of 6-Chloronicotinic acid (CAS NO.5326-23-8): Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S24/25: Avoid contact with skin and eyes.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant
TSCA: T
HazardClass: IRRITANT
HS Code: 29333999

6-Chloronicotinic acid Specification

1、Fire Fighting Measures of 6-Chloronicotinic acid (CAS NO.5326-23-8)
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Extinguishing Media: Use WATER spray, dry chemical, CARBON dioxide, or chemical foam.
2、Handling and Storage
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.

Product Name

6-Chloronicotinic acid

Synthetic route

6-Chloronicotinic acid Chemical Properties

6-Chloronicotinic acid Uses

6-Chloronicotinic acid Toxicity Data With Reference

6-Chloronicotinic acid Consensus Reports

6-Chloronicotinic acid Safety Profile

6-Chloronicotinic acid Specification

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