2-Methyl-3-nitropyridine
- CAS No.
- 18699-87-1
- Chemical Name:
- 2-Methyl-3-nitropyridine
- Synonyms
- 3-NITROPICOLINE;3-NITRO-2-PICOLINE;2-Methyl-3-nitropyri;2-METHYL-3-NITROPYRIDINE;3-NITRO-2-METHYLPYRIDINE;2-Methxy-3-nitropyridine;Pyridine, 2-Methyl-3-nitro-;2-METHYL-3-NITROPYRIDINE 95%;Pyridine, 2-methyl-3-nitro- (9CI);2-Methyl-3-nitropyridine , 3-nitropicoline
- CBNumber:
- CB4150688
- Molecular Formula:
- C6H6N2O2
- Molecular Weight:
- 138.12
- MOL File:
- 18699-87-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/11/6 17:01:50
| Melting point | 32-33° |
|---|---|
| Boiling point | 86°C/5mmHg(lit.) |
| Density | 1.246±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | soluble in Methanol |
| form | powder to lump |
| pka | 1.92±0.10(Predicted) |
| color | Light yellow to Brown |
| InChI | InChI=1S/C6H6N2O2/c1-5-6(8(9)10)3-2-4-7-5/h2-4H,1H3 |
| InChIKey | CCFGTKQIRWHYTB-UHFFFAOYSA-N |
| SMILES | C1(C)=NC=CC=C1[N+]([O-])=O |
| CAS DataBase Reference | 18699-87-1(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 2933399990 | |||||||||
| NFPA 704 |
|
2-Methyl-3-nitropyridine price More Price(2)
2-Methyl-3-nitropyridine Chemical Properties,Uses,Production
Uses
2-Methyl-3-nitropyridine is used as a starting reagent to synthesize 3-substituted-4 or 6-azaindoles, and is also used as a reagent to prepare 3-azaindolyl-4-arylmalemides (compounds that exhibit antiproliferative activity).
Reactions
2-Methyl-3-nitropyridine could be used to synthesize dichloro-(3-nitro-2-pyridyl)methylphosphonic dichloride. The chlorination of 2-methyl-3-nitropyridine using a mixture of PCl5 in POCl3[1].
Synthesis Reference(s)
Tetrahedron, 54, p. 6311, 1998 DOI: 10.1016/S0040-4020(98)00328-7
Journal of Heterocyclic Chemistry, 29, p. 359, 1992 DOI: 10.1002/jhet.5570290213
Synthetic Communications, 20, p. 2965, 1990 DOI: 10.1080/00397919008051513
Synthesis
Suzuki Reaction. A mixture of 2-chloro-3-nitro-pyridine 1 (793 mg, 5 mmol), methylboronic acid (329 mg, 5.5 mmol), Pd(PPh3) 4 (578 mg, 0.5 mmol) and K2CO 3 (2.073 g, 15 retool) in dioxane (25 mL) was refluxed for 2 days, then cooled to room temperature and filtered. The solvent was removed and the residue was isolated by chromatography (hexanes-EtOAc = 1:1) to provide 623 mg (90%) of 2-methyl-3-nitropyridine[2].
References
[1] Amrane D, et al. "Dichloro{4-(4-chlorophenoxy)phthalazin-1-yl} methylphosphonic dichloride." Molbank (2022).
[2] Niu, Chuansheng , et al. "Synthesis of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP)." 54.23(1998):6311-6318.
2-Methyl-3-nitropyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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