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| | 2-Amino-3-nitro-6-picoline Basic information |
| | 2-Amino-3-nitro-6-picoline Chemical Properties |
| 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. | | InChI | 1S/C6H7N3O2/c1-4-2-3-5(9(10)11)6(7)8-4/h2-3H,1H3,(H2,7,8) | | InChIKey | LCJXSRQGDONHRK-UHFFFAOYSA-N | | SMILES | CC1=NC(N)=C([N+]([O-])=O)C=C1 | | CAS DataBase Reference | 21901-29-1(CAS DataBase Reference) |
| Hazard Codes | Xn,Xi | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 36/37/39-26-22-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Resp. Sens. 1
Skin Irrit. 2 |
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ACROS
| English |
| | 2-Amino-3-nitro-6-picoline Usage And Synthesis |
| 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 |
| | 2-Amino-3-nitro-6-picoline Preparation Products And Raw materials |
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