2-Aminonicotinic acid supplier

Name
2-Aminonicotinic acid
EINECS 226-296-3
CAS No. 5345-47-1
Article Data25
CAS DataBase
Density 1.417 g/cm³
Solubility Soluble in water
Melting Point 295-297 °C (dec.)(lit.)
Formula C₆H₆N₂O₂
Boiling Point 342.311 °C at 760 mmHg
Molecular Weight 138.126
Flash Point 160.824 °C
Transport Information
Appearance Off-white to light yellow crystalline powder
Safety 22-24/25-36/37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Pyridinecarboxylic acid, 2-amino-;Nicotinic acid, 2-amino- (8CI);2-Amino-nicotinic acid;2-animonicotinic acid;2-aminopyridine-3-carboxylic acid;2-Amino-3-pyridinecarboxylic acid;Nicotinic acid, 2-amino-;
PSA 76.21000
LogP 0.94320

Synthetic route

2-Aminocarbonylnicotinic acid: 2-Aminocarbonylnicotinic acid

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With bromine; sodium hydroxide at 5 - 85℃; for 2.5h;	98.2%

: 23411-03-2
2-hydroxycarbamoyl-nicotinic acid

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
In formamide at 130 - 150℃; for 20h;	83.5%

: 88423-10-3
Pyridine-2,3-dicarboxylic acid bis-hydroxyamide

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
In formamide at 130 - 150℃; for 20h;	80%

: 2942-59-8
2-chloronicotinic acid

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 12h;	72%

: 2942-59-8
2-chloronicotinic acid

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

B: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With ammonium hydroxide at 155℃; for 20h;	A n/a B 60%

: 24517-64-4
2-amino-3-pyridinecarbonitrile

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride at 175℃;

: 7463-30-1
N-(2-pyridyl-3-methyl)acetamide

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With potassium permanganate Erwaermen des Reaktionsprodukts mit wss. HCl;

: 861045-11-6
2-benzenesulfonylamino-nicotinic acid

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride at 175℃;

: 7664-93-9
sulfuric acid

: 3-hydroxy-1-nitroso-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 1000681-77-5
6H-12H-dipyrido[2,3-b:2',3'-f][1,5]diazocine-5,11-dione

acids: acids

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 5860-70-8
2-Aminocarbonylnicotinic acid

alkaline sodium hypobromite solution: alkaline sodium hypobromite solution

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 1000681-77-5
6H-12H-dipyrido[2,3-b:2',3'-f][1,5]diazocine-5,11-dione

alkaline solutions: alkaline solutions

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 861046-07-3
2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

aqueous KMnO4: aqueous KMnO4

: 5345-47-1
2-aminopyridin-3-carboxylic acid

quinolinic acid α-amide: quinolinic acid α-amide

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
With sodium hypobromide

quinolinic acid imide: quinolinic acid imide

A: 5345-47-1
2-aminopyridin-3-carboxylic acid

B 3-amino-pyridine-carboxylic acid-(2): 3-amino-pyridine-carboxylic acid-(2)

Conditions

Conditions	Yield
With alkaline sodium hypochlorite solution at 80℃;

: 548740-14-3
2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl 2-aminonicotinate

A: 5345-47-1
2-aminopyridin-3-carboxylic acid

B: 548740-06-3
3,5-bis(trifluoromethyl)phenyl vinyl sulfone

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone at 20℃; for 12h;

: 59-67-6
nicotinic acid

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

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C 2: PCl5, POCl3 3: 60 percent / conc. NH4OH / 20 h / 155 °C View Scheme
Multi-step reaction with 3 steps 1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C 2: 65 percent / POCl3, Et3N / 4 h / 100 °C 3: 60 percent / conc. NH4OH / 20 h / 155 °C View Scheme

: 2398-81-4
Nicotinic acid N-oxide

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5, POCl3 2: 60 percent / conc. NH4OH / 20 h / 155 °C View Scheme
Multi-step reaction with 2 steps 1: 65 percent / POCl3, Et3N / 4 h / 100 °C 2: 60 percent / conc. NH4OH / 20 h / 155 °C View Scheme

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

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NH3; ethanol / 177 °C 2: concentrated aqueous HCl / 175 °C View Scheme

: 1986-81-8
nicotinamide N-oxide

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: PCl5; POCl3 / 115 - 120 °C 2: NH3; ethanol / 177 °C 3: concentrated aqueous HCl / 175 °C View Scheme

: 98-92-0
nicotinamide

: 5345-47-1
2-aminopyridin-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: aqueous H2O2; acetic acid 2: PCl5; POCl3 / 115 - 120 °C 3: NH3; ethanol / 177 °C 4: concentrated aqueous HCl / 175 °C View Scheme

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 64-17-5
ethanol

: 13362-26-0
2-aminopyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 2-aminopyridin-3-carboxylic acid; ethanol With sulfuric acid for 16h; Heating / reflux; Stage #2: With sodium hydroxide In water pH=8;	100%
With sulfuric acid at 90℃; for 12h;	98.08%
With sulfuric acid at 90℃; for 12h;	98.08%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 2-amino-3,4,5,6-tetrahydropyridine-3-carboxylic acid hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol under 1499.7 Torr; for 2h; Ambient temperature;	100%
With hydrogenchloride; PtO2 In methanol	1.22 g (100%)

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 149-73-5
trimethyl orthoformate

: 24410-19-3
3H-pyrido[2,3-d]pyrimidin-4-one

Conditions

Conditions	Yield
With ammonia In methanol at 105℃; for 8h;	100%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 2942-58-7
diethyl cyanophosphonate

: 2393-23-9
4-methoxy-benzylamine

: N-(4-methoxyphenyl)methyl-2-aminonicotinic acid amide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide	100%

...Expand

: 590-28-3
potassium cyanate

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 21038-66-4
1H-Pyrido[2,3-d]pyrimidine-2,4-dione

Conditions

Conditions	Yield
With water; ammonium chloride at 80 - 200℃; for 2.5h;	99%
In water for 0.00833333h; microwave irradiation;	95%
With acetic acid In polyethyleneglycol (PEG-400) at 20 - 60℃; for 0.166667h;	78%
With ammonium chloride In water at 20 - 200℃; for 2.66667h;

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 52833-94-0
2-amino-5-bromonicotinicacid

Conditions

Conditions	Yield
With bromine In acetic acid	99%
With bromine In acetic acid	99%
With bromine In acetic acid at 20℃; for 20h;	98%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 3081-24-1
H-Phe-OEt

: 1003023-68-4
(S)-ethyl 2-(2-aminonicotinamido)-3-phenylpropanoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide	98%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 593-51-1
methylamine hydrochloride

: 870997-87-8
2-amino-N-methyl-nicotinamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	98%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 99-61-6
3-nitro-benzaldehyde

: 1608494-18-3
3-(tert-butylamino)-2-(3-nitrophenyl)imidazo[1,2-a]pyridine-8-carboxylic acid

Conditions

Conditions	Yield
In ethanol at 50℃; for 3h;	98%

...Expand

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 22227-25-4
3-(trifluoromethyl)benzene-1-carbohydrazide

: 2-amino-N′-(3-(trifluoromethyl)benzoyl)nicotinohydrazide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 20℃;	98%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 57-13-6
urea

: 21038-66-4
2,4-dihydroxy-pyrido[2,3-d]pyrimidine

Conditions

Conditions	Yield
at 280℃;	97%
at 195℃; for 1.5h;	76%
at 210℃; for 0.25h;	63.3%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 2450-71-7
Propargylamine

: 1064689-94-6
3-(prop-2-ynyl)pyrido[2,3-d]pyrimidin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: 2-aminopyridin-3-carboxylic acid; N,N-dimethyl-formamide dimethyl acetal In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 0.25h; Microwave irradiation; Inert atmosphere; Green chemistry; Stage #2: Propargylamine With acetic acid at 100℃; under 760.051 Torr; for 0.25h; Inert atmosphere; Microwave irradiation; Green chemistry;	97%

...Expand

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 931-53-3
Cyclohexyl isocyanide

: 104-87-0
4-methyl-benzaldehyde

: 1608494-14-9
3-(cyclohexylamino)-2-(4-methylphenyl)imidazo[1,2-a]pyridine-8-carboxylic acid

Conditions

Conditions	Yield
In ethanol at 50℃; for 3h;	97%

...Expand

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 122-51-0
orthoformic acid triethyl ester

: 2-(1H-tetrazol-1-yl)nicotinic acid

Conditions

Conditions	Yield
With sodium azide In neat (no solvent) at 90℃; for 0.833333h; Reagent/catalyst; Green chemistry;	97%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 108-24-7
acetic anhydride

: 3809-93-6
2-Methyl-4H-pyrido<2,3-d><3,1>oxazin-4-one

Conditions

Conditions	Yield
at 170℃; for 1h;	96%
at 165 - 170℃; for 1h;	90%
for 2h; Inert atmosphere; Reflux;	79%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 23612-57-9
(2-amino-3-pyridinyl)methanol

Conditions

Conditions	Yield
Stage #1: 2-aminopyridin-3-carboxylic acid With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Heating / reflux; Stage #2: With sodium hydroxide In tetrahydrofuran; water for 0.25h;	96%
With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Heating;	96%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 18h; Reflux;	96%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 57-13-6
urea

: 21038-66-4
1H-Pyrido[2,3-d]pyrimidine-2,4-dione

Conditions

Conditions	Yield
In water for 0.075h; microwave irradiation;	95%
Stage #1: 2-aminopyridin-3-carboxylic acid; urea at 180 - 210℃; for 1.5h; Stage #2: With sodium hydroxide In water at 50℃;	82%
Stage #1: 2-aminopyridin-3-carboxylic acid; urea at 180 - 210℃; for 0.25h; Stage #2: With sodium hydroxide In water at 20 - 55℃;	76%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 13438-65-8
2-aminopyridine-3-carboxamide

Conditions

Conditions	Yield
With ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;	95%
With ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;	89%
Stage #1: 2-aminopyridin-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 12h; Inert atmosphere; Stage #2: With ammonia In tetrahydrofuran Inert atmosphere;	77.7%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 14667-47-1
methyl 2-aminonicotinate

Conditions

Conditions	Yield
In methanol; toluene at 0℃; for 0.5h;	95%
In methanol; diethyl ether; toluene at 0℃; for 0.75h; Inert atmosphere;	90%
In methanol; hexane for 0.5h;

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 13362-26-0
2-aminopyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 16h; Reflux;	95%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 552-89-6
2-nitro-benzaldehyde

: 1608494-20-7
3-(tert-butylamino)-2-(2-nitrophenyl)imidazo[1,2-a]pyridine-8-carboxylic acid

Conditions

Conditions	Yield
In ethanol at 50℃; for 3h;	95%

...Expand

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 931-53-3
Cyclohexyl isocyanide

: 613-45-6
2,4-Dimethoxybenzaldehyde

: 3-(cyclohexylamino)-2-(2,4-dimethoxyphenyl)imidazo[1,2-a]pyridine-8-carboxylic acid

Conditions

Conditions	Yield
In ethanol at 60℃; for 6h;	95%

...Expand

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 70-11-1
α-bromoacetophenone

: benzoylmethyl 2-amino-pyridine-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 2-aminopyridin-3-carboxylic acid With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Stage #2: α-bromoacetophenone In N,N-dimethyl-formamide at 50℃; for 3h;	94%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 2-chloro-1,3-dimethyl imidazolium chloride

: 14667-47-1
methyl 2-aminonicotinate

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 1h;	94%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: tert-butyl 4-(2-aminonicotinoyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 60℃; for 2h; Inert atmosphere;	93.4%

: 67-56-1
methanol

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 14667-47-1
methyl 2-aminonicotinate

Conditions

Conditions	Yield
With sulfuric acid at 0 - 60℃; under 760.051 Torr; for 1.5h; Inert atmosphere; Microwave irradiation;	93%
With thionyl chloride at 0 - 80℃; for 3h;	86%
With sulfuric acid at 80℃; for 7h;	63%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 52963-33-4
2-amino-5-bromonicotinic acid hydrobromide

Conditions

Conditions	Yield
With bromine In acetic acid at 0 - 20℃; for 48h;	93%
With bromine; acetic acid at 20℃; for 1h;	93%
With bromine; acetic acid at 20℃; Cooling with ice;	91%

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 931-53-3
Cyclohexyl isocyanide

: 99-61-6
3-nitro-benzaldehyde

: 1608494-16-1
3-(cyclohexylamino)-2-(3-nitrophenyl)imidazo[1,2-a]pyridine-8-carboxylic acid

Conditions

Conditions	Yield
In ethanol at 50℃; for 3h;	93%

...Expand

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 439277-55-1
2-chloro-3-(4-chlorophenyl)-1,8-naphthyridine

: 1075254-10-2
C20H11ClN4O

Conditions

Conditions	Yield
With acetic acid for 0.075h; microwave irradiation;	92%

2-Aminonicotinic acid Chemical Properties

IUPAC Name: 2-Aminopyridine-3-carboxylic acid
Synonyms of 2-Amino nicotinic acid (CAS NO.5345-47-1): 2-Amino-3-pyridinecarboxylic acid ; 3-Pyridinecarboxylic acid, 2-amino- ; Nicotinic acid, 2-amino- (8CI)
CAS NO: 5345-47-1
Molecular Formula: C₆H₆N₂O₂
Molecular Weight:138.12
Molecular Structure:
EINECS: 226-296-3
H bond acceptors: 4
H bond donors: 3
Freely Rotating Bonds: 1
Polar Surface Area: 42.43 Å²
Index of Refraction: 1.649
Molar Refractivity: 35.51 cm³
Molar Volume: 97.4 cm³
Surface Tension: 77.7 dyne/cm
Density: 1.417 g/cm³
Flash Point: 160.8 °C
Enthalpy of Vaporization: 61.85 kJ/mol
Boiling Point: 342.3 °C at 760 mmHg
Vapour Pressure: 2.92E-05 mmHg at 25°C
Melting point: 295-297°C (dec.)(lit.)
Water Solubility: soluble
Appearance: Off-white to light yellow crystalline powder
Product Categories of 2-Amino nicotinic acid (CAS NO.5345-47-1): AMINOACID;Amines;blocks;Carboxes;Pyridines;Amino Acids and Derivatives;Heterocycles;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Pyridine;Pyridines derivates;Carboxylic Acids

2-Aminonicotinic acid Safety Profile

Safety Information about 2-Amino nicotinic acid (CAS NO.5345-47-1):
Hazard Codes: Xi
The Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements: 22-24/25-36/37/39-26
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
24/25: Avoid contact with skin and eyes
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany:3
Hazard Note:Irritant
TSCA:T

2-Aminonicotinic acid Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.

Product Name

2-Aminonicotinic acid

Synthetic route

2-Aminonicotinic acid Chemical Properties

2-Aminonicotinic acid Safety Profile

2-Aminonicotinic acid Specification

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