2-Methyl-3-nitropyridine
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2-Methyl-3-nitropyridine
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CAS No:
18699-87-1
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Formula:
C6H6N2O2
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Chemical Name:
2-Methyl-3-nitropyridine
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Synonyms:
3-NITRO-2-PICOLINE;3-NITRO-2-METHYLPYRIDINE;2-METHYL-3-NITROPYRIDINE;Pyridine, 2-methyl-3-nitro- (9CI);3-Nitro-2-methylpyridine3-Nitro-2-picoline;2-METHYL-3-NITROPYRIDINE 95%;3-NITROPICOLINE;2-Methyl-3-nitropyri
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CAS No:
Characteristics
58.7
1.1
Yellow liquid or crystals
1.246±0.06 g/cm3(Predicted)
32-33°
86°C/5mmHg(lit.)
83.1±21.8 °C
1.558
0.235mmHg at 25°C
Safety Information
IRRITANT
22
Xn
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302+H332
|Warning|H302+H332 (33.33%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Methyl-3-nitropyridine Use and Manufacturing
Into the reactor, 0.93 g (10.0 mmol) of 2-methylpyridine, 5 mL of acetonitrile, 0.15 g of sulfonated graphene was added, and the reaction was stirred under an oxygen atmosphere at 5.0 MPa of nitrogen monoxide and a temperature of 90 ° C for 10 h. After the end of the reaction, nitrogen gas was introduced into the reaction mixture at a normal pressure until the nitrogen oxides completely escaped to the cold trap reaction receiver, and the catalyst was filtered off. The filtrate was washed with a 5percent (m/m) aqueous solution of sodium hydrogencarbonate to near neutral, and then washed with distilled water until the organic phase was neutral and concentrated by evaporation in vacuo. Separating the product components by column chromatography, The mass of 2-methylnitropyridine is 0.67g, Wherein 2-methyl-3-nitropyridine 0.10 g (mass fraction 16percent), 2-methyl-5-nitropyridine 0.57 g (mass fraction 84percent), yield 49percent.Add NMP (2.0 L) to a 12-L, 3-neck flask fitted with a stirrer, a temperature probe and a reflux condenser fitted with a gas adapter for NA mixture of 2-chloro-3-nitropyridine (1.6g, 10.09mmol), Pallac tetrakis(triphenylphosphine) (1170mg, 1.01 mmol), methylboronic acid (665mg, mmol ) and potassium carbonate (4180mg, 30.3 mmol) was refluxed in dioxane 1 days. The reaction was cooled to room temperature, and then filtered. The filtrate concentrated and the residue was purified by flash column chromatography (? EtOAc/Hexanes) to afford 760mg (55percent) of 2-methyl-3-nitropyridine. 1H NMR (CDC 8.71 (tetra, 1.7Hz, 5.0Hz, 1H), 8.26 (tetra, 1.7Hz, 8.3Hz, 1H)1 7.34 (dd, 5.( 8.3Hz, 1 H), 2.85 (s, 3H). MS m/z 139.1(M+H)+.Method 1 Example 77; N-Methyl-3-(2-(2-oxoindolin-5-ylamino)-5-(trifluoromethvπpyridin-4-ylamino)picolinamide; 2-Methyl-3-nitropyridine; Reference: Gray, M.; Andrews, I.P.; Hook, D. F.; Kitteringham, J.; Voyle, M.; Tetrahedron Lett.; 2000, 41, 6237 - 6240.The mixture of 2-chloro-3-nitropyridine (50 g, 0.315mol, 1.0 eq), TMB (50 mL, 1.1 eq), (PPh
Computed Properties
Molecular Weight:138.12
XLogP3:1.1
Hydrogen Bond Acceptor Count:3
Exact Mass:138.042927438
Monoisotopic Mass:138.042927438
Topological Polar Surface Area:58.7
Heavy Atom Count:10
Complexity:132
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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