| Identification | More | [Name]
2-Amino-3-nitro-6-picoline | [CAS]
21901-29-1 | [Synonyms]
2-AMINO-3-NITRO-6-METHYLPYRIDINE
2-AMINO-3-NITRO-6-PICOLINE
2-AMINO-6-METHYL-3-NITROPYRIDINE
6-AMINO-5-NITRO-2-PICOLINE
6-METHYL-3-NITRO-PYRIDIN-2-YLAMINE
2-Amino-6-methyl-3-nitropyridine 95%
6-AMINO-5-NITRO-2-PICOLINE,98%
2-Amino-3-nitro-6-methylpyridine ,98%
6-Methyl-3-nitro-2-pyridinamine
6-Methyl-3-nitropyridine-2-amine | [Molecular Formula]
C6H7N3O2 | [MDL Number]
MFCD00047443 | [Molecular Weight]
153.14 | [MOL File]
21901-29-1.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder | [Melting point ]
147-157 °C | [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 | [form ]
Crystalline Powder | [pka]
2.50±0.50(Predicted) | [color ]
Yellow | [Water Solubility ]
Slightly soluble in water. | [Detection Methods]
HPLC,NMR | [CAS DataBase Reference]
21901-29-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [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 ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder | [Uses]
2-Amino-6-methyl-3-nitropyridine used as a intermediate in organic synthesis and used in medicine. | [Synthesis]
Example 7: Synthesis of 6-(1-vinylimino)-2-carbamoyl-3-nitropyridine (Compound V)
Reagents: (i) HNO3/H2SO4; (ii) NaNO2; (iii) POCl3; (iv) Na2Cr2O7; (v) SOCl2, followed by treatment with NH4OH; (vi) aziridine.
Steps for the synthesis of compound 24:
1. cool concentrated sulfuric acid (100 mL) in an ice bath and slowly add raw compound 23 (30 g, 0.28 mol), keeping the temperature at 0°C.
2. 42 mL of a mixture of concentrated sulfuric acid (98%) and concentrated nitric acid (72%) with a volume ratio of 1:1 was added slowly dropwise, maintaining the reaction temperature at 0 °C. The reaction was allowed to stand for 12 hours after 1 hour.
3. The reaction mixture was poured into 2 L of ice-water mixture, the pH was adjusted to 7 with a strong aqueous alkali solution and filtered.
4. The filter cake was dried to obtain 54 g of crude product.
5. The crude product was subjected to hydrodistillation to obtain a bright yellow liquid.
6. The distillate was extracted with ethyl acetate and subsequently recrystallized in ethanol to give 12.5 g of compound 24 with a melting point of 156.5-158.5 °C (ethyl acetate) in 29% yield. | [References]
[1] Journal of Medicinal Chemistry, 1996, vol. 39, # 6, p. 1331 - 1338
[2] Patent: EP2366691, 2011, A1. Location in patent: Page/Page column 11
[3] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 22, p. 3171 - 3176
[4] Patent: EP1479681, 2004, A1. Location in patent: Page 122
[5] Patent: US2002/32187, 2002, A1 |
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