4-(METHYLAMINO)-3-NITROPYRIDINE Chemical Properties

Melting point:

163 °C(Solv: water (7732-18-5); ethanol (64-17-5))

Boiling point:

299.5±25.0 °C(Predicted)

Density 

1.343±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

5.53±0.18(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

HS Code 

2933399990

4-(METHYLAMINO)-3-NITROPYRIDINE Usage And Synthesis

Synthesis

Methylamine (25% aqueous, 10 mL, 63 mmol) was added slowly and dropwise to a dichloromethane (15 mL) suspension of 4-chloro-3-nitropyridine (2 g, 12.6 mmol). The reaction mixture was heated to 40 °C and stirred continuously for 1 hour. Upon completion of the reaction, the mixture was slowly poured into water (20 mL) and the resulting precipitate was collected by filtration and dried under vacuum to afford the target compound 4-methylamino-3-nitropyridine (1.9 g, 98% yield) as a yellow solid. The product was analyzed by LC-MS (ESI) and showed m/z: 154 (M + 1)+.

References

[1] Patent: US2010/35883, 2010, A1. Location in patent: Page/Page column 89
[2] Patent: WO2011/130661, 2011, A1. Location in patent: Page/Page column 173
[3] Patent: WO2005/26164, 2005, A1. Location in patent: Page/Page column 42
[4] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 3, p. 563 - 566
[5] Patent: WO2008/12622, 2008, A2. Location in patent: Page/Page column 55

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