Spontaneous conversion of 2-azido-3-nitropyridines to pyridofuroxans

Tetrahedron Letters

Volumn 51, Issue 30, 2010, Pages 3978-3979

  Leyva, Elisa ^a   Loera, Denisse de ^a   Jiménez Cataño, Rogelio ^a  

^a UNIVERSIDAD AUTÓNOMA DE SAN LUIS POTOSÍ   (Mexico)

Author keywords

Arylazides; Pharmaceuticals; Pyridofuroxans; Synthesis

Indexed keywords

2 AZIDO 3 NITROPYRIDINE DERIVATIVE; AZIDE; FURAZOLIDONE; NITRIC OXIDE; NITROGEN DERIVATIVE; PYRIDINE DERIVATIVE; PYRIDOFUROXAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 77953683622     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.05.118     Document Type: Article

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32. Experimental procedure: the corresponding 2-amino-3-nitropyridine (6 mmol) derivative 1 was dissolved in 5 mL of trifluoroacetic acid. The solution was cooled to 15 °C and kept at this temperature throughout the reactions. An aqueous solution (2 M) of sodium nitrite was slowly added (32 mmol). The reaction mixture was stirred for 30 min. An aqueous solution of sodium azide (32 mmol, 2 M) was added dropwise. The resulting mixture was allowed to warm to room temperature for one more hour. The white precipitate produced was filtered, washed with water, and dried to give the corresponding pyridofuroxan 3.