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| CAS No.: | 4214-76-0 |
|---|---|
| Name: | 2-Amino-5-nitropyridine |
| Article Data: | 58 |
| Molecular Structure: | |
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|
|
| Formula: | C5H5N3O2 |
| Molecular Weight: | 139.114 |
| Synonyms: | 5-nitro-1H-pyridin-2-amine;Pyridine, 2-amino-5-nitro-;5-nitropyridin-2-amine;2-Pyridinamine, 5-nitro-;5-Nitro-2-aminopyridine;Pyridine, 2-amino-5-nitro- (8CI);5-Nitropyrimidin-2-ylamine; |
| EINECS: | 224-145-6 |
| Density: | 1.437 g/cm3 |
| Melting Point: | 186-188 °C(lit.) |
| Boiling Point: | 351.3 °C at 760 mmHg |
| Flash Point: | 166.3 °C |
| Appearance: | yellow fine crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39-24/25-36 |
| PSA: | 84.73000 |
| LogP: | 1.67640 |
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| Conditions | Yield |
|---|---|
| With copper(I) oxide; ammonia at 80℃; for 16h; | 99% |
| With copper acetylacetonate; potassium phosphate; ammonia In N,N-dimethyl-formamide at 90℃; for 24h; Reagent/catalyst; Glovebox; Autoclave; chemoselective reaction; | 87% |
| With copper(l) iodide; ascorbic acid In ammonia at 100℃; for 18h; liquid NH3; | 99 %Chromat. |
| Conditions | Yield |
|---|---|
| With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction; | 98% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; nitric acid In 1,2-dichloro-ethane at 58℃; for 10h; Concentration; Temperature; | 91.67% |
| With sulfuric acid; nitric acid at 80℃; | 81.5% |
| With sulfuric acid; nitric acid In dichloromethane at 23 - 35℃; under 0 Torr; for 0.00972222h; Solvent; Temperature; Concentration; Cooling with ice; | 78.95% |
| With sulfuric acid; nitric acid at 10 - 50℃; Large scale; |
| Conditions | Yield |
|---|---|
| With copper(I) oxide; ammonia at 80℃; for 16h; | 85% |
| Multi-step reaction with 2 steps 1: sodium azide / dimethyl sulfoxide / 120 °C 2: hydrogenchloride / dimethyl sulfoxide / 2 h / 120 °C View Scheme |
| 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℃; |
- 4214-76-0
5-nitro-pyridin-2-ylamine
| Conditions | Yield |
|---|---|
| With 4-amino-1,2,4-triazole; potassium tert-butylate In dimethyl sulfoxide at 20℃; for 5h; | 76% |
- 28148-12-1
2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-nitropyridine
- 4214-76-0
5-nitro-pyridin-2-ylamine
| Conditions | Yield |
|---|---|
| With hydroxylamine hydrochloride In ethanol; water at 120℃; for 0.333333h; Microwave irradiation; | 74% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; nitric acid In sulfuric acid at 49.9℃; for 4h; Yields of byproduct given; | A n/a B 65.2% |
- 4548-45-2
2-chloro-5-nitropyridine
- 77287-34-4, 77287-35-5, 60100-09-6
formamide
- 4214-76-0
5-nitro-pyridin-2-ylamine
| Conditions | Yield |
|---|---|
| for 6h; Reflux; neat (no solvent); | 61% |
- 124-42-5
acetamidine hydrochloride
- 14080-32-1
5-nitropyrimidine
A
- 4214-76-0
5-nitro-pyridin-2-ylamine
B
- 14080-34-3
2-methyl-5-nitropyrimidine
| Conditions | Yield |
|---|---|
| With triethylamine In ethanol for 3h; Heating; | A n/a B 46% |
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Specification
2-Amino-5-nitropyridine with cas registry number of 4214-76-0 is yellow fine crystalline powder. Its systematic name and IUPAC name are the same which is called 5-nitropyridin-2-amine. Its EINECS registry number is 224-145-6. This chemical belongs to the following categories: NITRO; blocks; Carboxes; Pyridines; Pyridine; Fluorobenzene; Pyridine Series; Pyridines, Pyrimidines, Purines and Pteredines; Amines; Pyridines derivates; Nucleotides and Nucleosides; Functional Materials; Organic Nonlinear Optical Materials; Bases & Related Reagents; Nucleotides; C5; Heterocyclic Building Blocks; C5Photonic and Optical Materials; NLO Chromophores and Intermediates; Non-Linear Optical (NLO) Materials; Amino-pyridine series.
Physical properties about this chemical are: (1)ACD/LogP: 1.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.18; (4)ACD/LogD (pH 7.4): 1.18; (5)ACD/BCF (pH 5.5): 4.63; (6)ACD/BCF (pH 7.4): 4.64; (7)ACD/KOC (pH 5.5): 104.17; (8)ACD/KOC (pH 7.4): 104.38; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.645; (13)Molar Refractivity: 35.12 cm3; (14)Molar Volume: 96.7 cm3 ; (15)Surface Tension: 72.8 dyne/cm; (16)Density: 1.437 g/cm3; (17)Flash Point: 166.3 °C; (18)Enthalpy of Vaporization: 59.6 kJ/mol; (19)Boiling Point: 351.3 °C at 760 mmHg; (20)Vapour Pressure: 4.15E-05 mmHg at 25°C.
Preparation of 2-Amino-5-nitropyridine: it can be made by 2-chloro-5-nitro-pyridine using reagents Cu2O and NH3 at reaction temperature 80 ℃ with reaction time 16 hours. The yield is 85%.
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Uses of 2-Amino-5-nitropyridine: it can be used to prepare 5-nitro-pyridin-2-ylamine by using reagents aq. H2SO4 and NaNO2 under reaction temperature of 0 - 20 ℃. The yield is 77%.
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When you are using this chemical, please be cautious about it as the following:
This chemical is sensitive to light. It is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with skin and eyes. In case of contact 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(ncc1[N+](=O)[O-])N;
(2)InChI: InChI=1/C5H5N3O2/c6-5-2-1-4(3-7-5)8(9)10/h1-3H,(H2,6,7);
(3)InChIKey: UGSBCCAHDVCHGI-UHFFFAOYAS