5418-51-9

Basic information

• Product Name: 2-Hydroxy-5-nitropyridine
• Synonyms: 2(1H)-Pyridinone, 5-nitro-;2-Pyridinol, 5-nitro-;5-Nirto-2-pyridinol;5-Nitro-2(1H)-pyridone;5-Nitro-2-hydroxypyridine;5-Nitro-2-pyridinone;5-Nitro-2-pyridol;5-Nitro-2-pyridone
• CAS NO: 5418-51-9
• Molecular Formula: C₅H₄N₂O₃
• Molecular Weight: 140.1
• EINECS: 226-525-7
• Product Categories: NITRO;blocks;Pyridines;Pyridine;Pyridine Series;Pyridines, Pyrimidines, Purines and Pteredines;Pyridines derivates;Building Blocks;C5;Chemical Synthesis;Heterocyclic Building Blocks;alcohol| nitro-compound
• Mol File: 5418-51-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 188-191 °C(lit.)
• Boiling Point: 256.56°C (rough estimate)
• Flash Point: 155.8 °C
• Appearance: Light yellow to beige/Crystalline Powder
• Density: 1.5657 (rough estimate)
• Vapor Pressure: 0.00175mmHg at 25°C
• Refractive Index: 1.4800 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Very Slightly)
• PKA: 8.06±0.10(Predicted)
• Water Solubility: Soluble in hot water and alkali liquor, Insoluble in most of organic solvents.
• BRN: 120352
• CAS DataBase Reference: 2-Hydroxy-5-nitropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-nitropyridine(5418-51-9)
• EPA Substance Registry System: 2-Hydroxy-5-nitropyridine(5418-51-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5418-51-9(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to beige crystalline powder

Uses

A comparison of catalysts promotes imidazolide couplings including the identification of 2-hydroxy-5-nitropyridine as a new, safe, and effective catalyst.

InChI:InChI=1/C5H4N2O3/c8-5-2-1-4(3-6-5)7(9)10/h1,3H,2H2

Synthetic route

2-bromo-acrylic acid ethyl ester (5459-35-8) + nitromethane (75-52-5) + orthoformic acid triethyl ester (122-51-0) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Stage #1: 2-bromo-acrylic acid ethyl ester; nitromethane With 1,8-diazabicyclo[5.4.0]undec-7-ene at 40 - 45℃; for 6h; Stage #2: orthoformic acid triethyl ester With zinc(II) chloride at 90 - 95℃; for 6h; Stage #3: With ammonium hydroxide; ammonium chloride In ethanol at 50 - 55℃; for 4h;	90.6%

nitromethane (75-52-5) + ethyl 2-chloroacrylate (687-46-7) + orthoformic acid triethyl ester (122-51-0) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Stage #1: nitromethane; ethyl 2-chloroacrylate With DBN at 60 - 65℃; for 4h; Stage #2: orthoformic acid triethyl ester With copper(l) chloride at 95 - 100℃; for 3h; Stage #3: With ammonium hydroxide; ammonium chloride In ethanol at 60 - 65℃; for 4h;	89.9%

5-nitro-pyridin-2-ylamine (4214-76-0) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0 - 6℃; for 0.666667h; Temperature; Concentration;	88.02%
With sulfuric acid; sodium nitrite at 0 - 20℃;	77%
With ammonium hydroxide; sodium nitrite at 0 - 10℃; Large scale;	58.1%

methyl 2-chloroacrylate (80-63-7) + nitromethane (75-52-5) + orthoformic acid triethyl ester (122-51-0) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Stage #1: methyl 2-chloroacrylate; nitromethane With 1,8-diazabicyclo[5.4.0]undec-7-ene at 50 - 55℃; for 5h; Stage #2: orthoformic acid triethyl ester With zinc(II) chloride at 95 - 100℃; for 4h; Stage #3: With ammonium hydroxide; ammonium chloride In methanol at 50 - 55℃; for 6h;	87.8%

nitromethane (75-52-5) + methyl 2-bromoacrylate (4519-46-4) + orthoformic acid triethyl ester (122-51-0) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Stage #1: nitromethane; methyl 2-bromoacrylate With 1,8-diazabicyclo[5.4.0]undec-7-ene at 40 - 45℃; for 6h; Stage #2: orthoformic acid triethyl ester With tin(IV) chloride at 95 - 100℃; for 4h; Stage #3: With ammonium hydroxide; ammonium chloride In methanol at 50 - 55℃; for 4h;	86.4%

N,N-dimethyl-5-nitropyridin-2-amine (2554-75-8) → 5-nitro-2-hydroxypyridine (5418-51-9) + 2-(methylamino)-5-nitropyridine N1-oxide (113509-58-3)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform for 30h; Ambient temperature;	A 24% B 7%
With 3-chloro-benzenecarboperoxoic acid In chloroform for 720h; Ambient temperature;	A 24% B 7%

2-chloro-5-nitropyridine (4548-45-2) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With 15-crown-5; cumene hydroperoxide sodium salt In dichloromethane at 20℃; for 16h;	17.5%
With potassium hydroxide; water
With hydrogenchloride; water at 150℃; unter Druck;
With hydroxide In dimethylsulfoxide-d6; water-d2 Mechanism;

5-nitro-pyridin-2-ylamine (4214-76-0) → 2-Fluoro-5-nitropyridine (456-24-6) + 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With hydrogen fluoride Behandeln der Reaktionsloesung mit Natriumnitrit;

2-ethoxy-5-nitropyridine (31594-45-3) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With hydrogenchloride; water at 160 - 170℃; unter Druck;
With zinc(II) chloride at 160℃;

2-hydroxy-5-nitropyridine-3-carboxylic acid (6854-07-5) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
at 330℃;

2-bromo-5-nitropyridine (4487-59-6) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With hydroxide In dimethylsulfoxide-d6; water-d2 Mechanism;

2-iodo-5-nitropyridine (28080-54-8) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With hydroxide In dimethylsulfoxide-d6; water-d2 Mechanism;

diethyl 5-nitro-2-pyridyl phosphate → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With water at 75℃; Rate constant; Mechanism; pH 7.35; also with catalysts (divalent metal (Zn, Co, Ni) complexes of 2,9-bis<(methyldodecylamino)methyl>-1,10-phenanthroline (in Brij 35 micelles) or 2,9-<(dimethylamino)methyl>-1,10-phenanthroline);

diphenyl 5-nitro-2-pyridyl phosphate → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With water at 25℃; Rate constant; Mechanism; pH 7.35 or 8.00; also with catalysts (divalent metal (Zn, Co, Ni) complexes of 2,9-bis<(methyldodecylamino)methyl>-1,10-phenanthroline (in Brij 35 micelles) or 2,9-<(dimethylamino)methyl>-1,10-phenanthroline);

derivative of 5-nitro-2-amino-pyridine → 5-nitro-2-hydroxypyridine (5418-51-9)

2-Pyridone (142-08-5) → 5-nitro-2-hydroxypyridine (5418-51-9) + 3-nitro-2-oxy-pyridine and 3.5-dinitro-2-oxy-pyridine

Conditions	Yield
With sulfuric acid; nitric acid

ethanol (64-17-5) + 5-nitropyridine-2-sulfonic acid (465529-94-6) → 5-nitro-2-hydroxypyridine (5418-51-9) + 2-ethoxy-5-nitropyridine (31594-45-3)

Conditions	Yield
at 78℃; for 20h;	A n/a B 97 mg

5-nitropyridine-2-sulfonic acid (465529-94-6) + isopropyl alcohol (67-63-0) → 5-nitro-2-hydroxypyridine (5418-51-9) + 2-isopropoxy-5-nitropyridine (24903-85-3)

Conditions	Yield
at 82℃; for 20h;	A n/a B 95 mg

5-nitropyridine-2-sulfonic acid (465529-94-6) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
In tert-butyl alcohol at 83℃; for 14h;

potassium 5-nitropyridine-2-sulfonate + isopropyl alcohol (67-63-0) → 5-nitro-2-hydroxypyridine (5418-51-9) + 2-isopropoxy-5-nitropyridine (24903-85-3)

Conditions	Yield
With sodium hydride at 23℃; for 40h;	A n/a B 56 mg

5-Hydroxyaminopyridine-2-sulfonic acid (280584-87-4) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KMnO4 / 10 h / 20 °C 2: 20 h / 82 °C View Scheme
Multi-step reaction with 2 steps 1: aq. KMnO4 / 10 h / 20 °C 2: 2-methyl-propan-2-ol / 14 h / 83 °C View Scheme

2-hydroxy-5-nitronicotinonitrile (31309-38-3) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous H2SO4 2: 330 °C View Scheme

2-chloro-5-nitropyridine-3-carbonitrile (31309-08-7) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanolic sodium ethylate 2: aqueous H2SO4 3: 330 °C View Scheme

2-ethoxy-5-nitro-nicotinonitrile (265664-09-3) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous H2SO4 2: 330 °C View Scheme

2-aminopyridine (504-29-0) → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1,2-dichloro-ethane / 10 h / 58 °C 2: hydrogenchloride; sodium nitrite / water / 0.67 h / 0 - 6 °C View Scheme
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 80 °C 2: sodium hydroxide / Reflux View Scheme

C8H12BrNO6 → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With ammonia; ammonium chloride In tetrahydrofuran; methanol at 50 - 55℃; for 3h;	26.2 g

C9H16ClNO6 → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
With ammonium hydroxide; ammonium chloride In 1,2-dichloro-ethane at 50 - 55℃; for 3h;	25.3 g

C8H15NO6 → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Stage #1: C8H15NO6 With ammonium hydroxide; ammonium chloride In dichloromethane at 45 - 50℃; for 4h; Stage #2: With dihydrogen peroxide In dichloromethane at 40 - 45℃; for 3h;	25.1 g

C9H15NO6 → 5-nitro-2-hydroxypyridine (5418-51-9)

Conditions	Yield
Stage #1: C9H15NO6 With ammonia; ammonium chloride In tetrahydrofuran; methanol at 50 - 55℃; for 3h; Stage #2: With tert.-butylhydroperoxide In tetrahydrofuran; methanol at 30 - 35℃; for 4h;	25.7 g

5-nitro-2-hydroxypyridine (5418-51-9) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → tert-butyl 4-[(5-nitropyridin-2-yl)oxy]piperidine-1-carboxylate (346665-40-5)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Inert atmosphere;	99%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu Displacement; Inert atmosphere;	99%

5-nitro-2-hydroxypyridine (5418-51-9) → 2-chloro-5-nitropyridine (4548-45-2)

Conditions	Yield
With Vilsmeier reagent In chloroform for 0.5h; Heating;	98%
With phosphorus pentachloride; trichlorophosphate at 100 - 105℃; for 5h; Temperature; Reagent/catalyst;	95.3%
With trichlorophosphate at 140℃; for 2h; Autoclave; neat (no solvent);	93%

5-nitro-2-hydroxypyridine (5418-51-9) → 3-chloro-2-hydroxy-5-nitropyridine (22353-38-4)

Conditions	Yield
Stage #1: 5-nitro-2-hydroxypyridine With hydrogenchloride at 20℃; Stage #2: With sodium chlorate at 50℃; for 1h;	96%
With N-chloro-succinimide In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;	95%
With hydrogenchloride; potassium chlorate at 50 - 60℃; for 0.25h;	93%

5-nitro-2-hydroxypyridine (5418-51-9) + tert-butylisonitrile (119072-55-8, 7188-38-7) + propionaldehyde (123-38-6) + 1-amino-2-propene (107-11-9) → 2-(N-allyl-N-(5-nitropyridin-2-yl)amino)-N-tert-butylbutanamide

Conditions	Yield
In methanol at 60℃; for 72h; Ugi reaction;	96%
In methanol at 60℃; for 72h;	96%
In water at 90℃; for 14h; Ugi-Smiles coupling;	56%

5-nitro-2-hydroxypyridine (5418-51-9) → 3-bromo-2-hydroxy-5-nitropyridine (15862-33-6)

Conditions	Yield
With bromine In water at 5℃; for 2.5h;	93%
With bromine In water at 20 - 40℃;	93%
With bromine In water at 40℃; for 2.83333h;	90%

5-nitro-2-hydroxypyridine (5418-51-9) + benzyl bromide (100-39-0) → 1-benzyl-5-nitropyridin-2(1H)-one (59892-44-3)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 24h; Schlenk technique;	93%

5-nitro-2-hydroxypyridine (5418-51-9) + benzyl alcohol (100-51-6) → 1-benzyl-5-nitropyridin-2(1H)-one (59892-44-3)

Conditions	Yield
With benzyl bromide at 150℃; for 24h; Green chemistry;	91%

5-nitro-2-hydroxypyridine (5418-51-9) + phenethyl 3-hydroxycyclobutanecarboxylate (1124175-18-3) → phenethyl 3-(5-nitropyridin-2-yloxy)cyclobutanecarboxylate (1124175-17-2)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction;	81%

5-nitro-2-hydroxypyridine (5418-51-9) → 2-hydroxy-3,5-dinitropyridine (2980-33-8)

Conditions	Yield
With sulfuric acid; nitric acid at 80℃; for 6h;	78.5%
With nitric acid
With sulfuric acid; sulfur trioxide; nitric acid

5-nitro-2-hydroxypyridine (5418-51-9) + chlorophosphoric acid diphenyl ester (2524-64-3) → diphenyl 5-nitro-2-pyridyl phosphate

Conditions	Yield
With triethylamine In diethyl ether for 2h; Ambient temperature;	77%

5-nitro-2-hydroxypyridine (5418-51-9) → 2-Hydroxy-5-Nitropyridine, Silver Salt

Conditions	Yield
	76%

5-nitro-2-hydroxypyridine (5418-51-9) + 1-iodo-1,1,3-trihydroperfluoropropane (679-87-8) → 5-nitro-2-(2,2,3,3-tetrafluoropropoxy)pyridine (915394-35-3)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 6h; Heating / reflux;	75%

5-nitro-2-hydroxypyridine (5418-51-9) + 2,2-difluoro-2-(fluorosulfonyl)acetic acid (1717-59-5) → 2-(difluoromethoxy)-5-nitropyridine (1192813-41-4)

Conditions	Yield
With sodium carbonate In acetonitrile at 0 - 20℃; for 16h;	74.4%
With sodium sulfate In acetonitrile at 20℃; for 16h;	49%
With sodium sulfate In acetonitrile at 20℃; for 16h;	49%
With sodium sulfate In acetonitrile at 20℃; for 16h;	49%

5-nitro-2-hydroxypyridine (5418-51-9) + methyl trans-4-hydroxycyclohexane-1-carboxylate → (1s,4s)-methyl 4-(5-nitropyridin-2-yloxy)cyclohexanecarboxylate

Conditions	Yield
Stage #1: 5-nitro-2-hydroxypyridine With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h; Mitsunobu reaction; Stage #2: methyl trans-4-hydroxycyclohexane-1-carboxylate In tetrahydrofuran for 20h;	72.6%

5-nitro-2-hydroxypyridine (5418-51-9) + diethyl chlorophosphate (814-49-3) → diethyl 5-nitro-2-pyridyl phosphate

Conditions	Yield
With triethylamine In diethyl ether for 2h; Ambient temperature;	70%

5-nitro-2-hydroxypyridine (5418-51-9) → 2-bromo-5-nitropyridine (4487-59-6) + 2,3-dibromo-5-nitropyridine (15862-36-9)

Conditions	Yield
With bromine; phosphorus tribromide In 1,2-dichloro-ethane at 84 - 88℃; for 2h; Reflux; Industrial scale;	A 70% B n/a

5-nitro-2-hydroxypyridine (5418-51-9) + (1s,4s)-tert-butyl 4-hydroxy-1-(methoxymethyl)cyclohexanecarboxylate → (1r,4r)-tert-butyl 1-(methoxymethyl)-4-(5-nitropyridin-2-yloxy)cyclohexanecarboxylate

Conditions	Yield
Stage #1: 5-nitro-2-hydroxypyridine With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 0.416667h; Mitsunobu reaction; Stage #2: (1s,4s)-tert-butyl 4-hydroxy-1-(methoxymethyl)cyclohexanecarboxylate In tetrahydrofuran at 20 - 150℃; for 0.5h; Microwave irradiation;	69%

5-nitro-2-hydroxypyridine (5418-51-9) + Cyclohexyl isocyanide (931-53-3) + propionaldehyde (123-38-6) + 4-chlorobenzylamine (104-86-9) → 2-(N-(4-chlorobenzyl)-N-(5-nitropyridin-2-yl)amino)-N-cyclohexylbutanamide

Conditions	Yield
In methanol at 60℃; for 16h;	66%

5-nitro-2-hydroxypyridine (5418-51-9) + methyl iodide (74-88-4) → 1-methyl-5-nitro-2(1H)-pyridone (32896-90-5)

Conditions	Yield
Stage #1: 5-nitro-2-hydroxypyridine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 0 - 20℃;	63%
With sodium hydroxide In ethanol; chloroform
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 20℃; for 1h;

5-nitro-2-hydroxypyridine (5418-51-9) + 4-hexyloxybenzoyl chloride (39649-71-3) → 4-Hexyloxy-benzoic acid 5-nitro-pyridin-2-yl ester

Conditions	Yield
With pyridine Heating;	61%

5-nitro-2-hydroxypyridine (5418-51-9) → 6-Deuterio-2-hydroxy-5-nitropyridine

Conditions	Yield
With water-d2 at 200℃; for 6h;	61%

5-nitro-2-hydroxypyridine (5418-51-9) + ethyl iodide (75-03-6) → 1-ethyl-5-nitro-2(1H)-pyridinone (66336-02-5)

Conditions	Yield
Stage #1: 5-nitro-2-hydroxypyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: ethyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;	60%

5-nitro-2-hydroxypyridine (5418-51-9) → 2-hydroxy-3-iodo-5-nitropyridine (25391-58-6)

Conditions	Yield
With iodine; sodium carbonate In N,N-dimethyl-formamide at 80℃; for 8h;	59%
With iodine; potassium carbonate In N,N-dimethyl-formamide at 85℃; for 15h;	53%
With iodine; potassium carbonate In N,N-dimethyl-formamide at 80 - 95℃; for 8h;	45%
With water; iodine; potassium carbonate
With water; iodine; potassium carbonate

5-nitro-2-hydroxypyridine (5418-51-9) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2-(5-nitro)pyridyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (18353-97-4) + N-(5-nitro)pyridonyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (18469-58-4)

Conditions	Yield
With silver(l) oxide In acetonitrile at 40℃;	A 58% B 30%

5-nitro-2-hydroxypyridine (5418-51-9) + bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] (12354-84-6, 12354-85-7) → [(pentamethylcyclopentadienyl)Ir(5-nitro-2-pyridonate)Cl]

Conditions	Yield
Stage #1: 5-nitro-2-hydroxypyridine With sodium ethanolate In ethanol at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In dichloromethane at 5℃; Inert atmosphere; Schlenk technique;	54%

Upstream product

• 31594-45-3 2-ethoxy-5-nitropyridine 
• 28080-54-8 2-iodo-5-nitropyridine 
• 142-08-5 2-Pyridone 
• 67-63-0 isopropyl alcohol 
• 280584-87-4 5-Hydroxyaminopyridine-2-sulfonic acid 
• 31309-38-3 2-hydroxy-5-nitronicotinonitrile 
• 31309-08-7 2-chloro-5-nitropyridine-3-carbonitrile 
• 2554-75-8 N,N-dimethyl-5-nitropyridin-2-amine 
• 142-08-5 2-hydroxypyridin 
• 504-29-0 2-aminopyridine 
• 265664-09-3 2-ethoxy-5-nitro-nicotinonitrile 
• 465529-94-6 5-nitropyridine-2-sulfonic acid 
• 64-17-5 ethanol 
• 4487-59-6 2-bromo-5-nitropyridine 

Downstream Products

• 33630-94-3 5-amino-2-hydroxypyridine 
• 4548-45-2 2-chloro-5-nitropyridine 
• 4487-59-6 2-bromo-5-nitropyridine 
• 41292-43-7 N-(6-hydroxy-[3]pyridyl)-acetamide 
• 25391-58-6 2-hydroxy-3-iodo-5-nitropyridine 
• 66336-02-5 1-ethyl-5-nitro-2(1H)-pyridinone 
• 2980-33-8 2-hydroxy-3,5-dinitropyridine 
• 59892-44-3 1-benzyl-5-nitropyridin-2(1H)-one 
• 80944-63-4 (5-nitropyridyl)diphenyl phosphinate 
• 211555-30-5 2-amino-3-nitro-6-hydroxypyridine 
• 656809-00-6 C₁₇H₁₄N₄O₄ 
• 656808-99-0 C₂₄H₂₀N₂O₈ 
• 67730-09-0 2-(N-ethylamino)-5-nitropyridine 
• 934266-82-7 5-bromothiazolo[5,4-b]pyridin-2-amine 

Relevant articles and documents

One-pot synthesis method for synthesizing 2-hydroxy-5-nitropyridine

The invention discloses a one-pot synthesis method for synthesizing 2-hydroxy-5-nitropyridine. The method comprises the following specific reaction steps: adding 2-aminopyridine into concentrated sulfuric acid in batches, controlling the temperature at 10-20 DEG C, adding concentrated nitric acid, keeping the temperature at 40-50 DEG C, and stirring; after nitration is completed, adding reaction liquid into water for quenching, controlling the temperature to be 0-10 DEG C, dropwise adding a sodium nitrite aqueous solution, and carrying out diazo reaction; adding a proper amount of ammonia water to adjust the acid concentration; and filtering the solution after the acid concentration is adjusted, and drying a filter cake to obtain the product. The invention provides a novel preparation method of 2-hydroxy-5-nitropyridine. The method has the advantages that the post-treatment is simple, isomers are separated by utilizing the concentration of acid, and the isomers generated by nitration reaction do not need to be independently purified, the nitration reaction and the diazotization reaction are continuously operated, and thus the waste water generated in the amplified production is greatly reduced, and the production cost is saved; the preparation method is never reported in literatures, is a brand-new preparation method of the 2-hydroxy-5-nitropyridine, and provides a new synthesis thought for similar compounds of the 2-hydroxy-5-nitropyridine.

Preparation method of 2-chloro-5-nitropyridine

The invention provides a preparation method of 2-chloro-5-nitropyridine. The preparation method comprises the following steps: preparing 2-hydroxy-5-nitropyridine by taking 2-nitroacetaldehyde diethylacetal as an initial raw material through two methods; and then carrying out a chlorination reaction on the 2-hydroxy-5-nitropyridine and a chlorination reagent to prepare the 2-chloro-5-nitropyridine. The method has the advantages of cheap and accessible raw materials and low cost, does not use a diazotization hydrolysis reaction, is safe, simple and convenient to operate, does not use mixed acid, is less in wastewater yield and environmentally-friendly, does not use a nitration reaction, is high in reaction selectivity, few in side reactions, simple in post-treatment and high in product yield and product, and is suitable for industrial production.

Synthesis of Amides by Nucleophilic Substitution of Hydrogen in 3-Nitropyridine

3-Nitropyridine reacted with nitrogen-centered carboxylic acid amide anions in anhydrous DMSO in the presence of K3Fe(CN)6 via oxidative nucleophilic substitution of hydrogen to give previously unknown N-(5-nitropyridin-2-yl) carboxa