2-Chloronicotinic acid supplier

Name
2-Chloronicotinic acid
EINECS 220-937-0
CAS No. 2942-59-8
Article Data50
CAS DataBase
Density 1.47 g/cm³
Solubility
Melting Point 176-178 °C (dec.)(lit.)
Formula C₆H₄ClNO₂
Boiling Point 316.8 °C at 760 mmHg
Molecular Weight 157.556
Flash Point 145.4 °C
Transport Information
Appearance white to cream powder
Safety 22-24/25-37/39-26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Pyridinecarboxylic acid, 2-chloro-;Nicotinic acid, 2-chloro-;2-chloropyridine-3-carboxylic acid;2-chloropyridine-3-carboxylate;2-Chloro-3-pyridinecarboxylic acid;2-chloro-3-pyridine carboxylic acid;2,3-Pyridinedicarboxylic anhydride;2-Chloro-nicotinic acid;
PSA 50.19000
LogP 1.43320

Synthetic route

: 18368-76-8
2 chloro-3-methylpyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With ozone; acetic acid at 20℃; for 5h; Reagent/catalyst; Temperature;	98%
With N-hydroxyphthalimide; oxygen; cobalt(III) acetylacetonate In acetonitrile at 80℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Temperature; Autoclave;	94.1%
With permanganate(VII) ion

: 96440-05-0
2-chloro-3-ethylpyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With sodium acetate; ozone; acetic acid at 20℃; for 5h; Temperature; Reagent/catalyst;	98%
With potassium permanganate; water

: 2-chloro-3-isopropylpyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With iron(II) acetate; ozone; acetic acid at 100℃; Reagent/catalyst; Temperature;	98%

: 2-chloro-3-(dichloromethyl)-pyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With 10% Ru/C; oxygen; sodium carbonate In tetrahydrofuran at 140℃; under 22502.3 - 30003 Torr; for 4h; Catalytic behavior; Temperature; Solvent; Pressure; Autoclave; Green chemistry;	95.4%

: 1452-94-4
ethyl 2-chloronicotinate

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With sodium hydroxide at 80℃; for 2h; Temperature;	95.2%
With sodium hydroxide In methanol; water at 75℃;

: 89581-84-0
2-chloro-3-(chloromethyl)pyridine

: 64-19-7
acetic acid

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With sodium nitrite In dimethyl sulfoxide at 20℃; for 8h; Temperature; Solvent;	95.1%

: 49609-84-9
2-Chloronicotinoyl chloride

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With water at 0 - 5℃; for 0.5h; pH=1.5; Alkaline conditions; Green chemistry;	92%
In water

: 89-00-9
Pyridine-2,3-dicarboxylic acid

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With potassium permanganate; chlorine In water at 85 - 90℃; Reagent/catalyst; Solvent;	91%

: 72648-12-5
2-chloro-3-(trichloromethyl)-pyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With sulfuric acid; lithium acetate; water; silver; fluorosulphonic acid; acetic acid In methanol at 55 - 60℃; Electrolysis;	91%
With water

: 59-67-6
nicotinic acid

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
Stage #1: nicotinic acid With dihydrogen peroxide; acetic acid In toluene Reflux; Stage #2: With phosphorus pentachloride; trichlorophosphate In toluene Reflux;	90%
Multi-step reaction with 3 steps 1: molybdic acid; dihydrogen peroxide / water / 3 h / 92 - 95 °C / Green chemistry 2: trichlorophosphate; triethylamine / 6 h / 10 - 100 °C / Green chemistry 3: water / 0.5 h / 0 - 5 °C / pH 1.5 / Alkaline conditions; Green chemistry View Scheme

: 6602-54-6
2-chloro-3-pyridinecarbonitrile

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With water; sodium hydroxide for 3h; Reflux;	90%
With sulfuric acid at 100℃; for 10h;	88%
With water; sodium chloride; sodium hydroxide at 90℃; Reagent/catalyst; Temperature;

: 1033125-18-6
2-chloro-3-vinylpyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With zinc diacetate; ozone In ethanol at 100℃;	87%

: 2-chloro-3-tert-butylpyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With zinc diacetate; ozone In acetonitrile at 100℃;	85%

: 14906-64-0
3-cyanopyridine N-oxide

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate In 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide for 0.0833333h; Solvent; Reagent/catalyst; Time; Reflux; Large scale; Green chemistry;	68.6%

: 2398-81-4
Nicotinic acid N-oxide

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With triethylamine; trichlorophosphate at 100℃; for 4h;	65%

: 201230-82-2
carbon monoxide

: 78607-36-0
2-chloro-3-iodopyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With water; palladium diacetate; triethylamine; triphenylphosphine In 1,4-dioxane at 110℃; under 11251.1 Torr; for 2h; Flow reactor;	57%

: 42330-59-6
(2-chloropyrid-3-yl)methanol

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With 3,5-Lutidine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; sodium persulfate; tris(2,2'‐bipyridine)ruthenium(II) hexafluorophosphate In water; acetonitrile at 20℃; for 48h; Sealed tube; Irradiation;	24%

: 609-71-2
2-hydroxy-3-carboxypyridine

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate
With sodium hydroxide; trichlorophosphate In toluene

: 6602-54-6
2-chloro-3-pyridinecarbonitrile

: 56-40-6
glycine

A: 2942-59-8
2-chloronicotinic acid

B: 74149-43-2
N-(3-carboxamido-2-pyridyl)glycine

Conditions

Conditions	Yield
With sodium carbonate In water for 12h; Heating;	A n/a B 1.4 g

...Expand

: 2398-81-4
Nicotinic acid N-oxide

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

B: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate

: 2398-81-4
Nicotinic acid N-oxide

A: 2942-59-8
2-chloronicotinic acid

B: 117638-64-9
1-(5-Carboxy-2-pyridyl)-2-pyridon-3-carbonsaeure

Conditions

Conditions	Yield
With trichlorophosphate In N,N-dimethyl-formamide Yield given;

α-chloro-nicotine: α-chloro-nicotine

: 2942-59-8
2-chloronicotinic acid

2-oxy-nicotinic acid: 2-oxy-nicotinic acid

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 140℃; Zersetzen des Reaktionsprodukts mit Wasser;

nicotinic acid-1-oxide: nicotinic acid-1-oxide

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate

(S)-2'-chloro-1,2,3,4,5,6-hexahydro-<2,3'>bipyridyl: (S)-2'-chloro-1,2,3,4,5,6-hexahydro-<2,3'>bipyridyl

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With potassium permanganate

2-<2-oxo-1,2-dihydro-pyridine-3-carbonylimino>-2H-<1,2'>bipyridyl-3'-carboxylic acid: 2-<2-oxo-1,2-dihydro-pyridine-3-carbonylimino>-2H-<1,2'>bipyridyl-3'-carboxylic acid

A: 106531-39-9
5H-dipyrido<1,2-a:3',2'>pyrimidin-5-one

B: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate

: 2398-81-4
Nicotinic acid N-oxide

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

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

A: 2942-59-8
2-chloronicotinic acid

B: 10177-29-4
4-chloronicotinic acid

...Expand

nicotinic acid-1-oxide: nicotinic acid-1-oxide

A: 2942-59-8
2-chloronicotinic acid

B: 10177-29-4
4-chloronicotinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate

: 152361-99-4
ethyl 2-chloro-2-cyano-5-oxopentanoate

: 2942-59-8
2-chloronicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / PCl3, HCl(g) / dimethylformamide; toluene / 1.) 60 deg C, 30 min; 2.) 90 deg C, 1.5 h 2: NaOH / methanol; H2O / 75 °C View Scheme

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

: 2942-59-8
2-chloronicotinic acid

: 40134-18-7
methyl 2-chloropyridine-3-carboxylate

Conditions

Conditions	Yield
In methanol at -15℃; for 4h;	100%
In methanol; diethyl ether; ethanol	84%
	78%
With methanol; diethyl ether

: 2942-59-8
2-chloronicotinic acid

: 49609-84-9
2-Chloronicotinoyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 3h; Heating;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 25℃; for 3h; Inert atmosphere;	100%
With thionyl chloride for 3h; Heating;	99%

: 2942-59-8
2-chloronicotinic acid

: 139756-02-8
4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

: 1370409-73-6
N-(5-carbamoyl-1-methyl-3-propyl-1H-pyrazol-4-yl)-2-chloronicotinamide

Conditions

Conditions	Yield
With triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In 1,2-dichloro-ethane at 120℃; for 0.333333h; Microwave irradiation;	100%

: 2942-59-8
2-chloronicotinic acid

: 706792-04-3
methyl 3-amino-5-ethoxybenzoate

: methyl 3-(2-chloronicotineamido)-5-ethoxybenzoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h; Large scale;	100%

: 2942-59-8
2-chloronicotinic acid

: 75-04-7
ethylamine

: 669087-25-6
2-(ethylamino)-3-pyridine carboxylic acid

Conditions

Conditions	Yield
at 120℃; for 4h;	99.7%
at 120℃; for 4h; Sealed vessel;	99.7%

: 2942-59-8
2-chloronicotinic acid

: 75910-09-7
C12H6Cl2N2O3

Conditions

Conditions	Yield
With 1-ethyl-piperidine; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In tetrahydrofuran at 20℃; for 0.666667h;	99%

: 2942-59-8
2-chloronicotinic acid

: 3-bromo-fluorophenylmercaptan

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; trichlorophosphate	99%

: 2942-59-8
2-chloronicotinic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 40134-18-7
methyl 2-chloropyridine-3-carboxylate

Conditions

Conditions	Yield
In tetrahydrofuran; methanol; hexane at 20℃; for 1.5h;	99%
In methanol; hexanes; toluene at 20℃;	85.42%

: 2942-59-8
2-chloronicotinic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-chloropyridin-3-yl)methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	99%

: 2942-59-8
2-chloronicotinic acid

: 74-89-5
methylamine

: 32399-13-6
2-(methylamino)pyridine-3-carboxylic acid

Conditions

Conditions	Yield
In water at 140℃; for 1.5h; Reactivity; Concentration; Temperature; Time; Microwave irradiation; Biotage Initiator;	98%
With sodium hydroxide In methanol at 90℃; for 48h; Temperature; Solvent; Autoclave;	93.8%
In water at 120℃; for 15h; sealed tube;	56%
With pyridine; toluene-4-sulfonic acid In water Heating;
In ethanol at 80℃; for 80h; Autoclave;

: 2942-59-8
2-chloronicotinic acid

: 17228-38-5
N-methyl-1H-benzo[d]imidazol-2-amine

: 5,6-dihydro-6-methyl-5-oxopyrido<3',2':5,6>pyrimido<1,2-a>benzimidazole

Conditions

Conditions	Yield
With Ullmann copper; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 170℃; for 5h;	98%

: 2942-59-8
2-chloronicotinic acid

: 64-17-5
ethanol

: 1452-94-4
ethyl 2-chloronicotinate

Conditions

Conditions	Yield
Stage #1: 2-chloronicotinic acid With thionyl chloride Stage #2: ethanol	98%
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 4h;	95%
With sulfuric acid for 2h; Reflux;	79%

: 2942-59-8
2-chloronicotinic acid

: 40134-18-7
methyl 2-chloropyridine-3-carboxylate

Conditions

Conditions	Yield
With thionyl chloride; triethylamine In methanol; toluene	98%
Multi-step reaction with 2 steps 1: SOCl2 / 2.5 h / Heating 2: Et3N / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 2 h / Heating 2: 1 h / Heating View Scheme
Multi-step reaction with 2 steps 1: SOCl2 / benzene / 3 h / Heating 2: 0.33 h / Heating View Scheme
With thionyl chloride In methanol

: 2942-59-8
2-chloronicotinic acid

: 75-03-6
ethyl iodide

: 1452-94-4
ethyl 2-chloronicotinate

Conditions

Conditions	Yield
With potassium carbonate In N-methyl-acetamide; water	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;

: 2942-59-8
2-chloronicotinic acid

: 156-43-4
4-Ethoxyaniline

: 4394-10-9
2-[(4-ethoxyphenyl)amino]pyridine-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 150℃; for 1.5h; Green chemistry;	98%
With potassium carbonate In water at 150℃; for 1h; Microwave irradiation;	86%

: 2942-59-8
2-chloronicotinic acid

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1-(2-chloronicotinoyl)piperazine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-chloronicotinic acid With thionyl chloride In dichloromethane at 0 - 50℃; for 4h; Reflux; Stage #2: 1-t-Butoxycarbonylpiperazine With triethylamine In dichloromethane for 1h; Stage #3: With hydrogenchloride In ethanol for 1h; Reflux;	98%

: 2942-59-8
2-chloronicotinic acid

: 54396-44-0
2-methyl-3-trifluoromethylaniline

: 38677-85-9
flunixin

Conditions

Conditions	Yield
With perfluorosulfonic acid resin In water at 65 - 70℃; for 2.5h; Temperature; Industrial scale;	97.1%
With potassium hydroxide; toluene-4-sulfonic acid In water	83%
With pyridine; toluene-4-sulfonic acid In water Reflux;	73%
With toluene-4-sulfonic acid; copper(II) oxide; sodium hydroxide In 1,2-dimethoxyethane; water at 45℃; for 0.6h; Reagent/catalyst; Temperature;

: 2942-59-8
2-chloronicotinic acid

: 108-98-5
thiophenol

: 35620-72-5
2-(phenylthio)nicotinic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 180℃; for 2h;	97%
at 190℃;

: 2942-59-8
2-chloronicotinic acid

: 108-42-9
3-chloro-aniline

: 57978-41-3
2-<(3-chlorophenyl)amino>-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water for 4h; Reflux;	97%
With potassium carbonate In water at 150℃; for 3h; Green chemistry;	94%
With sodium iodide at 100 - 140℃; for 3h;	94%

: 247570-24-7
tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate

: 2942-59-8
2-chloronicotinic acid

: 834868-97-2
syn-{4-[(2-chloro-pyridine-3-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 2-chloronicotinic acid; oxalyl dichloride With N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 3.16667h; Stage #2: tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate With N-ethyl-N,N-diisopropylamine In dichloromethane for 18h;	97%

: 2942-59-8
2-chloronicotinic acid

: 1783-81-9
3-methylmercaptoaniline

: 115891-07-1
2-(3-Methylsulfanyl-phenylamino)-nicotinic acid

Conditions

Conditions	Yield
	96%

: 2942-59-8
2-chloronicotinic acid

: 71-36-3
butan-1-ol

: 28355-23-9
2-n-butoxypyridine-3-carboxylic acid

Conditions

Conditions	Yield
With sodium In ethyl acetate	96%
Stage #1: butan-1-ol With sodium hydride In dimethyl sulfoxide at 0℃; for 0.5h; Stage #2: 2-chloronicotinic acid In dimethyl sulfoxide at 20℃; Stage #3: With hydrogenchloride In water; dimethyl sulfoxide

: 2942-59-8
2-chloronicotinic acid

: 106-49-0
p-toluidine

: 60645-32-1
2-[(4-methylphenyl)amino]pyridine-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 150℃; for 2.5h; Green chemistry;	96%
With potassium carbonate In water at 150℃; for 1h; Microwave irradiation;	81%
With pyridine; toluene-4-sulfonic acid In water; acetone at 70℃; for 8h;

2-Chloronicotinic acid Chemical Properties

Molecular structure of 2-Chloronicotinic acid (CAS NO.2942-59-8) is:

Product Name: 2-Chloronicotinic acid
CAS Registry Number: 2942-59-8
IUPAC Name: 2-chloropyridine-3-carboxylic Acid
Molecular Weight: 157.55446 [g/mol]
Molecular Formula: C₆H₄ClNO₂
XLogP3-AA: 1.3
H-Bond Donor: 1
H-Bond Acceptor: 3
EINECS: 220-937-0
Melting Point: 176-178 °C (dec.)(lit.)
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: 145.4 °C
Enthalpy of Vaporization: 58.93 kJ/mol
Boiling Point: 316.8 °C at 760 mmHg
Vapour Pressure: 0.000168 mmHg at 25 °C
Product Categories: blocks;Carboxes;Pyridines;Pyridine;Acids and Derivatives;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Carboxylic Acids;Organic acids;Diflufenican;Chloropyridines;Halopyridines;Carboxylic Acids
Canonical SMILES: C1=CC(=C(N=C1)Cl)C(=O)O
InChI: InChI=1S/C6H4ClNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10)
InChIKey: IBRSSZOHCGUTHI-UHFFFAOYSA-N

2-Chloronicotinic acid Uses

2-Chloronicotinic acid (CAS NO.2942-59-8) can be used as an intermediate for agrochemicals, feed additives, pharmaceuticals and animal food enrichments.

2-Chloronicotinic acid Safety Profile

Safty information about 2-Chloronicotinic acid (CAS NO.2942-59-8) is:
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
TSCA: T
HazardClass: IRRITANT
HS Code: 29333999

2-Chloronicotinic acid Specification

2-Chloronicotinic acid , its cas register number is 2942-59-8. It also can be called 2-Chloro-3-pyridinecarboxylic acid ; Nicotinic acid, 2-chloro- ; 3-Pyridinecarboxylic acid, 2-chloro- .It is a white to cream powder.

Product Name

2-Chloronicotinic acid

Synthetic route

2-Chloronicotinic acid Chemical Properties

2-Chloronicotinic acid Uses

2-Chloronicotinic acid Safety Profile

2-Chloronicotinic acid Specification

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