2-AMINO-3-NITROPYRIDINE supplier

Name
2-Amino-3-nitropyridine
EINECS 224-144-0
CAS No. 4214-75-9
Article Data36
CAS DataBase
Density 1.437 g/cm³
Solubility
Melting Point 163-165 °C(lit.)
Formula C₅H₅N₃O₂
Boiling Point 299.1 °C at 760 mmHg
Molecular Weight 139.114
Flash Point 134.7 °C
Transport Information
Appearance yellow cryst.
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Pyridinamine, 3-nitro-;Pyridine, 2-amino-3-nitro-;5-nitro-1H-pyridin-6-amine;3-nitropyridin-2-amine;3-Nitro-2-aminopyridine;3-Nitropyridin-2-ylamine;
PSA 84.73000
LogP 1.67640

Synthetic route

: 5470-18-8
2-Chloro-3-nitropyridine

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With ammonium hydroxide at 90℃; for 16h; Sealed tube;	97%
With zinc ammonium chloride at 220℃; for 7h; Temperature; Time; Concentration; Reagent/catalyst; Autoclave;	77%
With ammonium acetate In diethylene glycol dimethyl ether for 12h; Heating;	65%
With ammonia; sodium carbonate In N,N-dimethyl-formamide at 90℃;

: 133520-08-8
N-tert-Butyl-N'-(3-nitro-pyridin-2-yl)-diazene N'-oxide

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With ammonia In ethanol at 25℃; for 0.166667h;	92%

: 1480-87-1
2-fluoro-3-nitropyridine

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;	92%
With propionamidine hydrochloride; sodium t-butanolate In 1-methyl-pyrrolidin-2-one; water at 100℃; for 36h;	92%

: 504-29-0
2-aminopyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 43 - 45℃;	A 80% B n/a
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid at 40 - 50℃;

: 71090-35-2
1,1-diamino-2-nitroethene

: 13070-22-9, 34899-98-4
3-Diethylaminoacrolein

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With acetic acid In ethanol for 4h; Heating;	72%

: 5470-18-8
2-Chloro-3-nitropyridine

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
for 7h; Reflux; neat (no solvent);	59%

: 2530-26-9
3-nitropyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

C: 3346-63-2
2,6-diamino-3-nitro-pyridine

D: 1681-37-4
4-amino-3-nitropyridine

Conditions

Conditions	Yield
With potassium permanganate; ammonia at -33℃; for 5h; other substituted 3-nitropyridines, regioselectivity of amination;	A 19% B 33% C 2% D 24%
With potassium permanganate; ammonia at -33℃; for 5h;	A 19% B 33% C 2% D 24%

...Expand

: 26482-54-2
2-(nitroamino)pyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
In methanol for 20h; Quantum yield; Irradiation;	A 1.7% B 10.4%
With sulfuric acid; potassium nitrate at 30℃; Rate constant;

2-nitramino-pyridine: 2-nitramino-pyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With sulfuric acid

: 504-29-0
2-aminopyridine

HNO3+H2SO4: HNO3+H2SO4

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

...Expand

nitrate of 2-acetylamino-pyridine: nitrate of 2-acetylamino-pyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With sulfuric acid at 20℃;

: 26482-54-2
2-(nitroamino)pyridine

: 7664-93-9
sulfuric acid

A: 142-08-5
2-Pyridone

B: 4214-76-0
5-nitro-pyridin-2-ylamine

C: 4214-75-9
2-amino-3-nitropyridine

...Expand

: 7664-93-9
sulfuric acid

: N-[2]pyridyl-acetamide; nitrate

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
at 20℃;

...Expand

: 2530-26-9
3-nitropyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 4214-75-9
2-amino-3-nitropyridine

C: 1681-37-4
4-amino-3-nitropyridine

Conditions

Conditions	Yield
With potassium permanganate; ammonia In water at 22℃; for 3h; Product distribution; Further Variations:; Solvents; time, stirring;	A 66 % Chromat. B 1 % Chromat. C 11 % Chromat.

...Expand

: 20265-35-4
2-methoxy-3-nitropyridine

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With ammonium acetate In water

: C9H11N3O3

: 4214-75-9
2-amino-3-nitropyridine

Conditions

Conditions	Yield
With dodecacarbonyl-triangulo-triruthenium; 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane; isopropyl alcohol at 140℃; for 24h; Inert atmosphere; Sealed tube;	70 %Spectr.

: 64-18-6
formic acid

: 4214-75-9
2-amino-3-nitropyridine

: N-(3-Nitro-2-pyridinyl)formamide

Conditions

Conditions	Yield
With acetic anhydride 1.) 60 deg C, 3 h, 2.) r.t., 72 h;	100%

: 4214-75-9
2-amino-3-nitropyridine

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1254163-46-6
tert-butyl 4-(6-amino-5-nitropyridin-2-yl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 85℃; for 16h;	100%

: 4214-75-9
2-amino-3-nitropyridine

: 25391-57-5
5-Iodo-3-nitro-2-aminopyridine

Conditions

Conditions	Yield
Stage #1: 2-amino-3-nitropyridine With sulfuric acid; acetic acid; periodic acid at 90℃; for 0.25h; Stage #2: With iodine for 1h; Further stages.;	99%
Stage #1: 2-amino-3-nitropyridine With sulfuric acid; acetic acid; periodic acid In water at 90℃; for 0.166667h; Stage #2: With iodine In water for 60h; Temperature;	96%
Stage #1: 2-amino-3-nitropyridine With sulfuric acid; acetic acid; periodic acid at 90℃; for 0.25h; Stage #2: With iodine at 90℃; for 1h;	57%
Stage #1: 2-amino-3-nitropyridine With sulfuric acid; acetic acid; periodic acid In water at 90℃; for 0.25h; Stage #2: With iodine In water at 90℃; for 1h;	57%

: 4214-75-9
2-amino-3-nitropyridine

: 1588418-78-3
(4-iodophenyl)(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-2-yl)methanone

: 1588418-79-4
(4-((3-nitropyridin-2-yl)amino)phenyl)(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-2-yl)methanone

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); ISOPROPYLAMIDE; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene at 100℃; Inert atmosphere;	98%

: 4214-75-9
2-amino-3-nitropyridine

: 1480-87-1
2-fluoro-3-nitropyridine

Conditions

Conditions	Yield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;	97%
With pyridine; hydrogen fluoride; sodium nitrite 1.) 0 deg C, 30 min; 2.) 20 deg C, 1 h; Yield given. Multistep reaction;

: 4214-75-9
2-amino-3-nitropyridine

: 105942-08-3
4-bromo-6-fluorobenzonitrile

: 1622209-14-6
2-fluoro-4-[(3-nitropyridin-2-yl)amino]benzonitrile

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 0.5h; Inert atmosphere;	97%

: 4214-75-9
2-amino-3-nitropyridine

: 88-95-9
Phthaloyl dichloride

: 928163-49-9
3-nitro-2-phthalimidopyridine

Conditions

Conditions	Yield
With pyridine In toluene for 42h; Heating;	96%

: 4214-75-9
2-amino-3-nitropyridine

: 1001014-39-6
5-(2-(4-iodophenyl)-4-(4-methylthiazol-2-yl)-1H-imidazol-1-yl)-2-methylpyridine

: 1001014-40-9
N-(4-(1-(6-methylpyridin-3-yl)-4-(4-methylthiazol-2-yl)-1H-imidazol-2-yl)phenyl)-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 145℃; for 1h; Microwave irradiation;	95%

: 4214-75-9
2-amino-3-nitropyridine

: 59490-94-7
4-chloro-2-(4-chlorophenyl)-quinazoline

: 2-(4-chlorophenyl)-N-(3-nitropyridin-2-yl)quinazolin-4-amine

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran; N,N-dimethyl-formamide at 65℃; for 5h;	95%

: 108-86-1
bromobenzene

: 4214-75-9
2-amino-3-nitropyridine

: 34949-41-2
3-nitro-2-phenylaminopyridine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate; 2,6-bis(diphenylphosphino)pyridine In N,N-dimethyl acetamide at 135℃; for 2h; Catalytic behavior; Buchwald-Hartwig Coupling; Inert atmosphere;	94%

: 4214-75-9
2-amino-3-nitropyridine

: 4-chloro-2-(4-fluorophenyl)quinazoline

: 2-(4-fluorophenyl)-N-(3-nitropyridin-2-yl)quinazolin-4-amine

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran; N,N-dimethyl-formamide at 65℃; for 5h;	92%

: 4214-75-9
2-amino-3-nitropyridine

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

: 1040363-53-8
tert-butyl 3-nitropyridin-2-ylcarbamate

Conditions

Conditions	Yield
Stage #1: 2-amino-3-nitropyridine; di-tert-butyl dicarbonate; dmap In tetrahydrofuran at 90℃; for 1h; Stage #2: With potassium carbonate In methanol at 25 - 60℃; for 1h; Stage #3: With hydrogenchloride In methanol; water at 25℃; pH=7 - 8;	91%

: 4214-75-9
2-amino-3-nitropyridine

: 77332-89-9
2-iodo-3-pyridyl chloride

: 1196790-30-3
N-(3-chloropyridin-2-yl)-N-(3-nitropyridin-2-yl)-amine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane Reflux; Inert atmosphere;	91%

: 91-63-4
2-methylquinoline

: 4214-75-9
2-amino-3-nitropyridine

: 63572-59-8
2-(3H-imidazo[4,5-b]pyridin-2-yl)-quinoline

Conditions

Conditions	Yield
With sodium sulfide; sulfur at 160 - 170℃; for 8h;	90%

: 4214-75-9
2-amino-3-nitropyridine

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

: N-(2-chloropyridin-3-yl)-N-(3-nitropyridin-2-yl)amine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane for 48h; Inert atmosphere; Reflux;	90%

: 64-18-6
formic acid

: 4214-75-9
2-amino-3-nitropyridine

: 273-21-2
3H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; triethylamine at 150℃; for 0.0833333h; Microwave irradiation;	90%

: 4214-75-9
2-amino-3-nitropyridine

: 452-58-4
2,3-Diaminopyridine

Conditions

Conditions	Yield
With sulfur; sodium hydroxide In methanol; water at 80℃; for 16h; Green chemistry;	89%
With hydrogen; palladium on activated charcoal In ethyl acetate at 20 - 35℃; under 3102.9 Torr; other solvent;	80%
With hydrogenchloride; ethanol; iron

: 4214-75-9
2-amino-3-nitropyridine

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

: [Cp*RhCl2(2-amino-3-nitropyridine)]

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	89%

: 4214-75-9
2-amino-3-nitropyridine

: 1075-06-5
2,2-dihydroxy-1-phenyl-ethanone

: 126-81-8
dimedone

: C21H21N3O5

Conditions

Conditions	Yield
In water for 0.75h; Reflux; Green chemistry;	88%

...Expand

: 4214-75-9
2-amino-3-nitropyridine

: 97-05-2
5-sulfosalicylic Acid

: C5H5N3O2*C7H6O6S

Conditions

Conditions	Yield
In ethanol for 3h; Reflux;	88%

: 4214-75-9
2-amino-3-nitropyridine

: 6332-56-5
2-hydroxy-3-nitropyridine

Conditions

Conditions	Yield
With potassium hydroxide In water for 13h; Heating;	87%
With sulfuric acid; sodium nitrite Erhitzen der Diazoniumsalz-Loesung;
With sodium hydroxide

: 4214-75-9
2-amino-3-nitropyridine

: 623-27-8
terephthalaldehyde,

: 135-19-3
β-naphthol

: 1447758-40-8
1,4-bis[(3-nitropyridin-2-ylamino)(2-hydroxynaphthalene-1-yl)methyl]benzene

Conditions

Conditions	Yield
With formic acid In neat (no solvent) at 80℃; for 0.25h; Mannich Aminomethylation; Green chemistry;	87%

...Expand

: 67-56-1
methanol

: 4214-75-9
2-amino-3-nitropyridine

: 131543-46-9
Glyoxal

: 57461-53-7
methyl N-(3-nitro-2-pyridyl)-α-glycinate

Conditions

Conditions	Yield
With perchloric acid In water for 48h; Heating;	85%

...Expand

: 4214-75-9
2-amino-3-nitropyridine

: 123-11-5
4-methoxy-benzaldehyde

: 63581-47-5
2-(4-methoxy-phenyl)-1(3)H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
With sodium dithionite In ethanol at 70℃; for 5h;	85%

: 4214-75-9
2-amino-3-nitropyridine

: 55391-00-9
2-(p-methoxyphenyl)-4-chloroquinazoline

: 2-(4-methoxyphenyl)-N-(3-nitropyridin-2-yl)quinazolin-4-amin

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran; N,N-dimethyl-formamide at 65℃; for 5h;	84%

: 4214-75-9
2-amino-3-nitropyridine

: 3132-99-8
m-bromobenzoic aldehyde

: 92-44-4
2,3-naphthalenediol

: 1,4-bis((3-nitropyridin-2-ylamino)(3-bromophenyl)methyl)naphthalene-2,3-diol

Conditions

Conditions	Yield
With formic acid In neat (no solvent) at 80℃; for 1.16667h; Betti Reaction; Green chemistry;	83%

...Expand

: 67-56-1
methanol

: 4214-75-9
2-amino-3-nitropyridine

: 1074-12-0
phenylglyoxal hydrate

: 146294-96-4
methyl N-(3-nitro-2-pyridyl)-α-phenylglycinate

Conditions

Conditions	Yield
With perchloric acid In water for 48h; Heating;	82%

...Expand

2-AMINO-3-NITROPYRIDINE Chemical Properties

CAS: 4214-75-9
MF: C₅H₅N₃O₂
MW: 139.11
EINECS: 224-144-0
mp： 163-165 °C(lit.)
Fp： 167 °C
BRN： 124468
CAS DataBase Reference： 4214-75-9(CAS DataBase Reference)
NIST Chemistry Reference： 4214-75-9(NIST)
The structure of 2-AMINO-3-NITROPYRIDINE is:

2-AMINO-3-NITROPYRIDINE Toxicity Data With Reference

1、RTECS#: CAS# 4214-75-9: None listed
2、LD50/LC50: RTECS: Not available.
3、Carcinogenicity: 2-AMINO-3-NITROPYRIDINE - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: The toxicological properties have not been fully investigated.

2-AMINO-3-NITROPYRIDINE Consensus Reports

2-AMINO-3-NITROPYRIDINE is reported in EPA TSCA Inventory.

2-AMINO-3-NITROPYRIDINE Safety Profile

Hazard Codes： Xi
WGK Germany： 3
F： 8-23
Hazard Note： Irritant
HS Code： 29333999
Risk Statements： Irritating to the eyes；Irritating to the respiratory system；Irritating to the skin
Safety Statements： In case of contact with eyes, rinse immediately with plenty of water and seek medical advice；Wear suitable protective clothing

2-AMINO-3-NITROPYRIDINE Specification

1、First Aid Measures
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Skin: Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation: Remove from exposure and move to fresh air immediately.
2、Handling and Storage
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.

Product Name

2-Amino-3-nitropyridine

Synthetic route

2-AMINO-3-NITROPYRIDINE Chemical Properties

2-AMINO-3-NITROPYRIDINE Toxicity Data With Reference

2-AMINO-3-NITROPYRIDINE Consensus Reports

2-AMINO-3-NITROPYRIDINE Safety Profile

2-AMINO-3-NITROPYRIDINE Specification

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