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Cas Database |
| Name |
2-HYDROXY-5-NITROPYRIDINE |
EINECS | 226-525-7 |
| CAS No. | 5418-51-9 | Density | 1.44 g/cm3 |
| PSA | 78.94000 | LogP | 1.21860 |
| Solubility | Soluble in hot water and alkali liquor, Insoluble in most of organic solvents. | Melting Point |
188-191 °C(lit.) |
| Formula | C5H4N2O3 | Boiling Point | 334 °C at 760 mmHg |
| Molecular Weight | 140.098 | Flash Point | 155.8 °C |
| Transport Information | N/A | Appearance | light yellow to beige crystalline powder |
| Safety | 26-37/39-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
5-nitro-3H-pyridin-2-one;5-Nitropyridin-2-ol;5-Nitro-2-hydroxypyridine;2-Hydroxy-5-nitro pyridine;2(1H)-Pyridinone, 5-nitro-; |
Article Data | 38 |
2-HYDROXY-5-NITROPYRIDINE Synthetic route
- 5459-35-8
2-bromo-acrylic acid ethyl ester
- 75-52-5
nitromethane
- 122-51-0
orthoformic acid triethyl ester
- 5418-51-9
5-nitro-2-hydroxypyridine
Conditions
| 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% |
- 75-52-5
nitromethane
- 687-46-7
ethyl 2-chloroacrylate
- 122-51-0
orthoformic acid triethyl ester
- 5418-51-9
5-nitro-2-hydroxypyridine
Conditions
| 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% |
Conditions
| 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% |
- 80-63-7
methyl 2-chloroacrylate
- 75-52-5
nitromethane
- 122-51-0
orthoformic acid triethyl ester
- 5418-51-9
5-nitro-2-hydroxypyridine
Conditions
| 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% |
- 75-52-5
nitromethane
- 4519-46-4
methyl 2-bromoacrylate
- 122-51-0
orthoformic acid triethyl ester
- 5418-51-9
5-nitro-2-hydroxypyridine
Conditions
| 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% |
- 2554-75-8
N,N-dimethyl-5-nitropyridin-2-amine
A
- 5418-51-9
5-nitro-2-hydroxypyridine
B
- 113509-58-3
2-(methylamino)-5-nitropyridine N1-oxide
Conditions
| 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% |
Conditions
| 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; |
- 4214-76-0
5-nitro-pyridin-2-ylamine
A
- 456-24-6
2-Fluoro-5-nitropyridine
B
- 5418-51-9
5-nitro-2-hydroxypyridine
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen fluoride Behandeln der Reaktionsloesung mit Natriumnitrit; |
- 31594-45-3
2-ethoxy-5-nitropyridine
- 5418-51-9
5-nitro-2-hydroxypyridine
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water at 160 - 170℃; unter Druck; | |
| With zinc(II) chloride at 160℃; |
Conditions
| Conditions | Yield |
|---|---|
| at 330℃; |
2-HYDROXY-5-NITROPYRIDINE Chemical Properties
MF: C5H4N2O3
MW: 140.1
EINECS: 226-525-7
mp 188-191 °C(lit.)
MW: 140.1
EINECS: 226-525-7
mp 188-191 °C(lit.)
2-HYDROXY-5-NITROPYRIDINE Uses
2-HYDROXY-5-NITROPYRIDINE is used for pharmaceutical intermediates.
2-HYDROXY-5-NITROPYRIDINE Safety Profile
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
Hazard Note Irritant
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
Hazard Note Irritant
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2-Hydroxy-5-nitropyridine
