40306-97-6

Usage

InChI:InChI=1/C6H3N5/c7-4-5-2-1-3-11-6(5)8-9-10-11/h1-3H

Upstream product

• 1139703-71-1 2-azido-3-cyanopyridine 
• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 14906-64-0 3-cyanopyridine N-oxide 

Downstream Products

• 160892-21-7 2-(2-fluorophenyl)pyrido<3,2-e><1,2,4>triazolo<1,5-c>pyrimidine 
• 160892-19-3 3-(2-fluorobenzoylamino)-4-iminopyrido<2,3-d>pyrimidine 
• 160892-10-4 3-cyano-2-triphenylphosphoranylideneaminopyridine 

Relevant academic research and scientific papers

1H-1,3-diazepines and ketenimines from cyanotetrazolopyridines

Cyano-substituted tetrazolo[1,5-a]pyridines/2-azidopyridines 8T and 15T undergo thermal ring opening to the azides 8A and 15A. Solution photolysis causes nitrogen elimination and ring expansion to 1,3-diazacyclohepta-1,2,4,6- tetraenes 10 and 17, which react with alcohols to afford 2-alkoxy-1H-1,3- diazepines, with secondary amines to 2-dialkylamino-5H-1,3-diazepines, and with water to 1,3-diazepin-2-ones (1214, 19, 21). Argon matrix photolysis of the azides affords the diazacycloheptatetraenes 10 and 17 as principal products together with ring-opened dicyanovinylketenimines 11 and 18. The matrix-isolated species were identified on the basis of comparison of the infrared spectra with those calculated at the B3LYP/631+G*level. CSIRO 2008.

Conversion of pyridine N -oxides to tetrazolopyridines

An efficient and convenient procedure for the conversion of pyridine N-oxides to tetrazolopyridines by treatment with 4-toluene sulfonyl chloride and sodium azide in toluene at elevated temperature is described.