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2-chloro-5-methylpyridin-4-amine

2-chloro-5-methylpyridin-4-amine Structure
2-chloro-5-methylpyridin-4-amine
  • CAS No.79055-62-2
  • Chemical Name:2-chloro-5-methylpyridin-4-amine
  • CBNumber:CB92468371
  • Molecular Formula:C6H7ClN2
  • Formula Weight:142.59
  • MOL File:79055-62-2.mol
2-chloro-5-methylpyridin-4-amine Property
  • Melting point 115℃
  • Boiling point 310.1±37.0 °C(Predicted)
  • Density 1.260±0.06 g/cm3(Predicted)
  • storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
  • form powder
  • pka 5.11±0.42(Predicted)
  • color Off-white
  • InChI InChI=1S/C6H7ClN2/c1-4-3-9-6(7)2-5(4)8/h2-3H,1H3,(H2,8,9)
  • InChIKey CJGKOPNIXJWHKF-UHFFFAOYSA-N
  • SMILES C1(Cl)=NC=C(C)C(N)=C1
Safety
  • HS Code  :2933399990
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302+H312+H332-H315-H319-H335
  • Precautionary statements P260-P280-P301+P312

2-chloro-5-methylpyridin-4-amine Chemical Properties,Usage,Production

  • Synthesis 2-chloro-5-methylpyridin-4-amine was synthesised by reaction with 2-chloro-5-methyl-4-nitropyridine 1-oxide. The synthesis steps are as follows:
    A glass pressure reactor with cross-beam stirrer was charged under argon with 29 g (153.788 mmol) of 2-chloro-5-methyl-4-nitro-1-oxidopyridin-1-ium and 2.9 g of hydrogenation catalyst (0.8% Pt and 0.6% Mo on activated carbon (D505A-105 0.8% Pt+0.6% Mo on carbon powder, BASF) and 320 ml of ethanol were added. The reactor was closed and inertized three times, each time with 3 bar argon overpressure. Hydrogenation was then carried out for 20 hours at 30℃, under a 3 bar hydrogen overpressure (conversion >98%). The reactor was inertized with argon and the reaction solution filtered through 10 g of kieselguhr. The filtrate was concentrated to dryness under reduced pressure. Yield: 23.0 g (quantitative, product still contained ethanol), purity: 97.5% (HPLC) (0051) MS (EIpos): m/z=143 [M+H]+ (0052) 1H-NMR (300 MHz, DMSO-d6): δ=1.96 (s, 3H), 6.16 (br s, 2H), 6.50 (s, 1H), 7.68 (s, 1H) In an analogous manner, a conversion of approx. 98% was achieved with a catalyst consisting of 0.8% Pt and 0.3% Mo on activated carbon. Use of 1% Pt+2% V on activated carbon achieved a conversion of approx. 87%.
    2-chloro-5-methylpyridin-4-amine synthesis
2-chloro-5-methylpyridin-4-amine Preparation Products And Raw materials
Raw materials
Preparation Products
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2-chloro-5-methylpyridin-4-amine Spectrum
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