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2-Methyl-3-nitropyridine

2-Methyl-3-nitropyridine structure

CAS No:
18699-87-1
Formula:
C6H6N2O2
Chemical Name:
2-Methyl-3-nitropyridine
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
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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2-Methyl-3-nitropyridine Basic Attributes

Molecular Weight：

138.12

Exact Mass：

138.042923

EC Number：

-0

NSC Number：

311455

DSSTox ID：

DTXSID10317136

HScode：

2933399090

Characteristics

PSA：

58.7

XLogP3：

1.1

Appearance：

Yellow liquid or crystals

Density：

1.246±0.06 g/cm3(Predicted)

Melting Point：

32-33°

Boiling Point：

86°C/5mmHg(lit.)

Flash Point：

83.1±21.8 °C

Refractive Index：

1.558

Vapor Pressure：

0.235mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

hazard class code：

Marks：

Precautionary statement(s)：

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

Hazard Statements：

H302+H332

GHS Classification：

|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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