Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

3-Hydroxy-2-nitropyridine

Related Products

Hot Products

Basic Information Post buying leads Suppliers
Name

3-Hydroxy-2-nitropyridine

EINECS 239-191-2
CAS No. 15128-82-2 Density 1.507 g/cm3
PSA 78.94000 LogP 1.21860
Solubility Melting Point 69-71 °C(lit.)
Formula C5H4N2O3 Boiling Point 383.2 °C at 760 mmHg
Molecular Weight 140.09 Flash Point 185.6 °C
Transport Information Appearance yellow crystalline powder
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 15128-82-2 (3-Hydroxy-2-nitropyridine) Hazard Symbols IrritantXi
Synonyms

LDP06:2-Nitro-3-Hydroxypyridine;2-Nitro-3-pyridinol;3-Pyridinol, 2-nitro-;2-Nitropyridin-3-ol;

 

3-Hydroxy-2-nitropyridine Synthetic route

74037-50-6

3-ethoxy-2-nitropyridine

15128-82-2

3-hydroxy-2-nitropyridine

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In tetrahydrofuran; water at 90℃; for 12h;69%
109-00-2

3-HYDROXYPYRIDINE

15128-82-2

3-hydroxy-2-nitropyridine

Conditions
ConditionsYield
With aluminium trinitrate In acetonitrile at 50℃; regioselective reaction;60%
With sulfuric acid; nitric acid at 20 - 30℃;
With sulfuric acid; nitric acid at 35 - 50℃;

3-hydroxypyridine nitrate

15128-82-2

3-hydroxy-2-nitropyridine

Conditions
ConditionsYield
With sulfuric acid at 50℃;
With sulfuric acid at 50℃;
109-00-2

3-HYDROXYPYRIDINE

nitric acid (D:1.52)

nitric acid (D:1.52)

sulfuric acid (D:1.84)

sulfuric acid (D:1.84)

15128-82-2

3-hydroxy-2-nitropyridine

15128-82-2

3-hydroxy-2-nitropyridine

756520-66-8

1-(2,6-dichloro-3-fluorophenyl)ethanol

756521-08-1

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 4h;98%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 4h;98%
15128-82-2

3-hydroxy-2-nitropyridine

75-03-6

ethyl iodide

74037-50-6

3-ethoxy-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h;100%
15128-82-2

3-hydroxy-2-nitropyridine

105-36-2

ethyl bromoacetate

C9H10N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide
100%
15128-82-2

3-hydroxy-2-nitropyridine

535-11-5, 41978-69-2

Ethyl 2-bromopropionate

C10H12N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: Ethyl 2-bromopropionate In N,N-dimethyl-formamide
100%
15128-82-2

3-hydroxy-2-nitropyridine

533-68-6

2-bromobutyric acid ethyl ester

C11H14N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: 2-bromobutyric acid ethyl ester In N,N-dimethyl-formamide
100%
615-83-8

2-bromo-pentanoic acid ethyl ester

15128-82-2

3-hydroxy-2-nitropyridine

C12H16N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: 2-bromo-pentanoic acid ethyl ester In N,N-dimethyl-formamide
100%
15128-82-2

3-hydroxy-2-nitropyridine

615-96-3

Ethyl 2-bromohexanoate

C13H18N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: Ethyl 2-bromohexanoate In N,N-dimethyl-formamide
100%
15128-82-2

3-hydroxy-2-nitropyridine

685-87-0

Diethyl 2-bromomalonate

499787-33-6

diethyl 2-[(2-nitro-3-pyridyl)oxy]malonate

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium fluoride In N,N-dimethyl-formamide at 0℃; for 0.5h; Kikelj reaction;
Stage #2: Diethyl 2-bromomalonate In N,N-dimethyl-formamide at 20℃; for 24h;
99%
15128-82-2

3-hydroxy-2-nitropyridine

461-18-7

4,4,4-trifluorobutanol

2-nitro-3-(4,4,4-trifluorobutoxy)pyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 2.5h; Mitsunobu Displacement;99%
15128-82-2

3-hydroxy-2-nitropyridine

756520-66-8

1-(2,6-dichloro-3-fluorophenyl)ethanol

941602-99-9

3-[(2,6-dichloro-3-fluorophenyl)methoxy]-2-nitropyridine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 4h;98%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 4h; Inert atmosphere;98%
15128-82-2

3-hydroxy-2-nitropyridine

443956-08-9

6-bromo-2-nitropyridin-3-ol

Conditions
ConditionsYield
With bromine; sodium methylate In methanol at 0 - 20℃; for 1h;96%
Stage #1: 3-hydroxy-2-nitropyridine With sodium methylate In methanol at 20℃; for 0.5h;
Stage #2: With bromine In methanol at 0℃; for 0.5h;
Stage #3: With acetic acid In methanol
96%
Stage #1: 3-hydroxy-2-nitropyridine With sodium methylate In methanol at 20℃; for 0.5h;
Stage #2: With bromine In methanol at 0℃; for 0.5h;
Stage #3: With acetic acid In methanol
96%
15128-82-2

3-hydroxy-2-nitropyridine

358-23-6

trifluoromethylsulfonic anhydride

146336-72-3

2-nitro-3-(trifluoromethylsulfonyloxy)pyridine

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h;95%
With triethylamine In dichloromethane for 2h; Cooling with ice;95%
With triethylamine In dichloromethane for 2h; Cooling with ice;95%
15128-82-2

3-hydroxy-2-nitropyridine

98-68-0

4-methoxy-phenyl-sulphonyl chloride

360061-93-4

4-methoxy-benzenesulfonic acid 2-nitro-pyridin-3-yl ester

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane95%
15128-82-2

3-hydroxy-2-nitropyridine

330156-50-8

(R)-1-(2,6-dichloro-3-fluorophenyl)-1-ethanol

(S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 4h; Inert atmosphere;95%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 4h; Inert atmosphere;95%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20 - 30℃; Cooling with ice;80%
Stage #1: 3-hydroxy-2-nitropyridine; (R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol With triphenylphosphine In tetrahydrofuran at 20℃; for 1h;
Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 30℃;
80%
Stage #1: 3-hydroxy-2-nitropyridine; (R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol With triphenylphosphine In toluene at 10℃; for 0.166667h;
Stage #2: With di-isopropyl azodicarboxylate In toluene at 8 - 25℃; for 5h;
68.8 g
15128-82-2

3-hydroxy-2-nitropyridine

16420-13-6

N,N-Dimethylthiocarbamoyl chloride

152170-26-8

N,N-dimethyl-1-[(2-nitropyridin-3-yl)oxy]methanethioamide

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide for 24h;93%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 4h;69%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 20℃; for 24h;
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 20℃; for 24h;
15128-82-2

3-hydroxy-2-nitropyridine

877399-98-9

C9H9Cl2FO3S

877397-70-1

(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-nitropyridine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 2-methyltetrahydrofuran for 4h; Reagent/catalyst; Solvent; Temperature; Reflux;92.1%
15128-82-2

3-hydroxy-2-nitropyridine

687-47-8

(S)-Ethyl lactate

ethyl (2R)-2-[(2-nitropyridin-3-yl)oxy]propanoate

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine; (S)-Ethyl lactate With triphenylphosphine In dichloromethane at 20℃; for 0.3h;
Stage #2: With di-isopropyl azodicarboxylate In dichloromethane at 20℃; for 16h;
92%
15128-82-2

3-hydroxy-2-nitropyridine

178685-33-1

8-azido-3,6-dioxaoctyl tosylate

3‐(2‐(2‐(2‐azidoethoxy)ethoxy)ethoxy)‐2‐nitropyridine

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: 8-azido-3,6-dioxaoctyl tosylate In N,N-dimethyl-formamide at 90℃; for 48h;
92%
600-00-0

ethyl 2-bromoisobutyrate

15128-82-2

3-hydroxy-2-nitropyridine

2-methyl-2-((2-nitropyridin-3-yl)oxy)propanoic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 24h; Reagent/catalyst; Solvent; Temperature;91.57%
15128-82-2

3-hydroxy-2-nitropyridine

74-88-4

methyl iodide

20265-37-6

3-methoxy-2-nitropyridine

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide for 0.333333h;90.9%
15128-82-2

3-hydroxy-2-nitropyridine

1227611-90-6

(2,6-dichloro-3-fluorophenyl)methanol

941602-99-9

3-[(2,6-dichloro-3-fluorophenyl)methoxy]-2-nitropyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 16h; Mitsunobu Displacement; Inert atmosphere;90%
15128-82-2

3-hydroxy-2-nitropyridine

877397-65-4

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol

877397-70-1

(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-nitropyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 13h;88.3%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 13h;88.3%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;88%
15128-82-2

3-hydroxy-2-nitropyridine

330156-50-8

(R)-1-(2,6-dichloro-3-fluorophenyl)-1-ethanol

877397-70-1

(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-nitropyridine

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine; (R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol With triphenylphosphine In tetrahydrofuran at 20℃; for 1h;
Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 0℃; for 12h;
88.3%
15128-82-2

3-hydroxy-2-nitropyridine

94-99-5

2,4-Dichlorobenzyl chloride

756480-74-7

3-((2,4-dichlorobenzyl)oxy)-2-nitropyridine

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 90℃; for 2h; Inert atmosphere;88%
With caesium carbonate In acetonitrile at 90℃; for 2h;88%
23426-63-3

2-bromo-2-methylpropionic acid methyl ester

15128-82-2

3-hydroxy-2-nitropyridine

1373771-93-7

methyl 2-methyl-2-[(2-nitropyridin-3-yl)oxy]propanoate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide87%
15128-82-2

3-hydroxy-2-nitropyridine

(S)-1-(5-fluoro-2-methoxyphenyl)ethanol

A

3-[(S)-1-(5-fluoro-2-methoxyphenyl)ethoxy]-2-nitropyridine

B

1346817-64-8

3-[(R)-1-(5-fluoro-2-methoxyphenyl)ethoxy]-2-nitropyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃;A n/a
B 86%
15128-82-2

3-hydroxy-2-nitropyridine

2-nitro-3-(1-(pyridin-2-yl)ethoxy)pyridine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;85%
15128-82-2

3-hydroxy-2-nitropyridine

C12H16FNO2

C17H18FN3O4

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine; C12H16FNO2 With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 20℃; Inert atmosphere;
Stage #2: With zinc(II) chloride In ethanol at 20℃; for 5h; Solvent;
85%
15128-82-2

3-hydroxy-2-nitropyridine

225937-33-7

methyl (3,4,5-tri-O-acetyl-β-D-arabino-hex-2-ulopyranosyl)onate bromide

(2S,3S,4R,5R)-3,4,5-Triacetoxy-2-(2-nitro-pyridin-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;82%
15128-82-2

3-hydroxy-2-nitropyridine

106-89-8

epichlorohydrin

54127-40-1

2-nitro-3-oxiranylmethoxypyridine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 72h;81%
With potassium carbonate In acetonitrile

3-Hydroxy-2-nitropyridine Specification

The 3-Hydroxy-2-nitropyridine, with the CAS registry number 15128-82-2 and EINECS registry number 239-191-2, has the systematic name of 2-nitropyridin-3-ol. It is a kind of yellow crystalline powder, and belongs to the following product categories: Nitro; Blocks; Nitro Compounds; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates; Chiral chemicals. And the molecular formula of this chemical is C5H4N2O3.

The physical properties of 3-Hydroxy-2-nitropyridine are as followings: (1)ACD/LogP: 0.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.16; (4)ACD/LogD (pH 7.4): -1.82; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.14; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 67.94 Å2; (13)Index of Refraction: 1.623; (14)Molar Refractivity: 32.77 cm3; (15)Molar Volume: 92.9 cm3; (16)Polarizability: 12.99×10-24cm3; (17)Surface Tension: 73.3 dyne/cm; (18)Density: 1.507 g/cm3; (19)Flash Point: 185.6 °C; (20)Enthalpy of Vaporization: 65.65 kJ/mol; (21)Boiling Point: 383.2 °C at 760 mmHg; (22)Vapour Pressure: 2.02E-06 mmHg at 25°C.

Uses of 3-Hydroxy-2-nitropyridine: It can react with sulfuric acid dimethyl ester to produce 3-methoxy-2-nitro-pyridine. This reaction will need reagent K2CO3, and the solvent acetone. The reaction time is 2 hours with heating, and the yield is about 61%.

3-Hydroxy-2-nitropyridine can react with sulfuric acid dimethyl ester to produce 3-methoxy-2-nitro-pyridine

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(nc1)[N+](=O)[O-])O
(2)InChI: InChI=1/C5H4N2O3/c8-4-2-1-3-6-5(4)7(9)10/h1-3,8H
(3)InChIKey: QBPDSKPWYWIHGA-UHFFFAOYAW

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04089,

Please post your buying leads,so that our qualified suppliers will soon contact you!
*Required Fields