| Identification | More | [Name]
2-Amino-5-nitro-4-picoline | [CAS]
21901-40-6 | [Synonyms]
2-AMINO-4-METHYL-5-NITROPYRIDINE
2-AMINO-5-NITRO-4-PICOLINE
2-Amino-5-nitro-4-methylpyridine
2-Amino-4-Mythyl-5-NitroPyridine
2-AMINO-4-METHYL-5-NITRO PYRIDINE 98+%
2-AMINO-5-NITRO-4-PICOLINE (2-AMINO-4-METHYL-5-NITROPYRIDINE)
4-methyl-5-nitropyridin-2-amine
4-Methyl-5-nitro-2-pyridinamine
4-Methyl-5-nitropyridine-2-amine | [EINECS(EC#)]
624-887-4 | [Molecular Formula]
C6H7N3O2 | [MDL Number]
MFCD00010692 | [Molecular Weight]
153.14 | [MOL File]
21901-40-6.mol |
| Chemical Properties | Back Directory | [Appearance]
orange to yellow-brown powder | [Melting point ]
223-225 °C (lit.) | [Boiling point ]
276.04°C (rough estimate) | [density ]
1.3682 (rough estimate) | [refractive index ]
1.6500 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Soluble in DMSO. | [form ]
Powder | [pka]
3.44±0.24(Predicted) | [color ]
Orange to yellow-brown | [BRN ]
137695 | [InChI]
InChI=1S/C6H7N3O2/c1-4-2-6(7)8-3-5(4)9(10)11/h2-3H,1H3,(H2,7,8) | [InChIKey]
GRBBNZYMXKTQAI-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C([N+]([O-])=O)C(C)=C1 | [CAS DataBase Reference]
21901-40-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
orange to yellow-brown powder | [Uses]
2-Amino-4-methyl-5-nitropyridine was used in the preparation of matrix mixture required to study new technical developments for the direct tissue analysis of peptides. | [General Description]
The crystal structure of 2-amino-4-methyl-5-nitropyridine was elucidated. | [Synthesis]
Example 9: Synthesis of 2-(1-aziridinyl)-4-carbamoyl-5-nitropyridine (Compound VI)
Reagents and conditions: (i) HNO3/H2SO4; (ii) NaNO2; (iii) POCl3; (iv) Na2Cr2O7; (v) SOCl2/DMF, followed by NH4OH treatment; (vi) aziridine.
Synthesis steps for compound 30:
1. cool concentrated sulfuric acid (240 mL) in an ice bath and slowly add raw compound 29 (2-amino-4-methylpyridine, 50 g, 0.462 mol), keeping the temperature at 0°C.
2. slowly add acid mixture prepared from concentrated sulfuric acid (98%, 55 mL) and concentrated nitric acid (72%, 55 mL) in a 1:1 volume ratio.
3. slowly heat to 50°C and react for 24 hours to ensure complete reaction.
4. Pour the reaction solution into 2 L of ice water, adjust the pH to 7 with a strong base, and filter to collect the precipitate.
5. Dry the filter cake to give 54 g of crude product.
6. The by-product 4-methyl-3-nitro-2-aminopyridine was removed by wet distillation and subsequently recrystallized in 95% ethanol to give 33 g of Compound 30 (2-amino-4-methyl-5-nitropyridine) with a melting point of 220-222 °C (Literature value: 220-222 °C).
Yield: 46.6%. | [References]
[1] Patent: EP2366691, 2011, A1. Location in patent: Page/Page column 12-13
[2] Patent: CN105906621, 2016, A. Location in patent: Paragraph 0044
[3] Patent: WO2005/97129, 2005, A2. Location in patent: Page/Page column 176
[4] Patent: WO2012/103806, 2012, A1. Location in patent: Page/Page column 43 |
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