ChemicalBook--->CAS DataBase List--->91872-02-5

91872-02-5

91872-02-5 Structure

91872-02-5 Structure
IdentificationBack Directory
[Name]

4-Amino-3,5-dichloropyridine N-oxide
[CAS]

91872-02-5
[Synonyms]

Roflumilast Impurity 17
3,5-dichloro-4-aminopyridine 1-oxide
4-Amino-3,5-dichloropyridine N-oxide
[Molecular Formula]

C5H4Cl2N2O
[MOL File]

91872-02-5.mol
[Molecular Weight]

179
Chemical PropertiesBack Directory
[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)
Questions And AnswerBack Directory
[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.
Hazard InformationBack Directory
[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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