Thermal cyclization of 4‐azido‐3‐nitropyridines to furoxanes | Zendy

Stadlbauer Wolfgang | Zendy; Fiala Werner | Zendy; Fischer Michaela | Zendy; Hojas Gerhard | Zendy

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Thermal cyclization of 4‐azido‐3‐nitropyridines to furoxanes

Author(s) -

Stadlbauer Wolfgang,

Fiala Werner,

Fischer Michaela,

Hojas Gerhard

Publication year - 2000

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570370537

Subject(s) - chemistry , furoxan , sodium azide , thermal decomposition , nitration , azide , nitro , medicinal chemistry , decomposition , organic chemistry , nitric oxide , alkyl

4‐Chloro‐3‐nitro‐2‐pyridines 3 and 10, obtained from 4‐hydroxy‐2‐pyridones 1 and 8 after nitration and chlorination, gave with sodium azide 4‐azido‐3‐nitropyridines 4 and 11 , which cyclized on thermolysis to furoxans 6 and 12 . Desoxygenation of the furoxan 6 with triphenylphosphane gave the furazan 7 . Thermal decomposition conditions of the azide 4 and the desoxygenation reaction of 6 to 7 were studied by differ ential scanning calorimetry (DSC).

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