Basic information Preparation Safety Supplier Related

4-Amino-3,5-dichloropyridine N-oxide

Basic information Preparation Safety Supplier Related

4-Amino-3,5-dichloropyridine N-oxide Basic information

Product Name:
4-Amino-3,5-dichloropyridine N-oxide
Synonyms:
  • 4-Amino-3,5-dichloropyridine N-oxide
  • Roflumilast Impurity 17
  • 3,5-dichloro-4-aminopyridine 1-oxide
  • 4-Pyridinamine, 3,5-dichloro-, 1-oxide
CAS:
91872-02-5
MF:
C5H4Cl2N2O
MW:
179
Product Categories:
  • pharmacetical
Mol File:
91872-02-5.mol
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4-Amino-3,5-dichloropyridine N-oxide Chemical Properties

Melting point:
210 °C (decomp)
Boiling point:
391.6±37.0 °C(Predicted)
Density 
1.66±0.1 g/cm3(Predicted)
pka
2.25±0.10(Predicted)
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4-Amino-3,5-dichloropyridine N-oxide Usage And Synthesis

Preparation

4-amino-3,5-dichloropyridine-N-oxide is prepared by the following steps:A sealed Carius tube containing 4-nitro-3,5-dichloropyridine-N-oxide (36) (0.4  g, 1.9 mmol), aqueous ammonia (1 cm3 of 0.88 gi-l solution) and acetonitrile (1 cm3)  was heated in a rotating oil bath at 70 OC for 3 h. The mixture was filtered giving a solid  (0.1 g) and a filtrate, which was extracted into DCM, dried (MgS04) and evaporated  giving a residue (0.0 g). The solid obtained from the filtration was recrystallised from hot  methanol giving 4-amino-3,5-dichloropyridine-N-oxide (0.1 g, 30%), m.p. 210 oC from  MeOH) (M+ found 177.9701. C5H4Cl2N20 requires M+ 177.9701); IR spectra no. 30;  mass spectra no. 37; nmr spectrum no. 45.

Uses

4-Amino-3,5-dichloropyridine N-Oxide is the impurity of the drug Roflumilast (R639700), which is a selective phosphodiesterase 4(PDE4) inhibitor, antiasthmatic.

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