77896-72-1

Upstream product

• 77896-53-8 4-mercapto-2-phenyl-1,2,3-triazole 
• 77896-39-0 2-phenyl-2H-1,2,3-triazole 1-oxide 
• 77896-38-9 2-phenylhydrazonoglyoxal 1-oxime 
• 77896-78-7 4-acetylthio-2-phenyl-1,2,3-triazole 
• 100-63-0 phenylhydrazine 
• 20672-18-8 2-(phenylhydrazono)ethanal 

Relevant academic research and scientific papers

Electrophilic and Nucleophilic Substitution in the Triazole N-Oxides and N-Methoxytriazolium Salts: Preparation of Substituted 1,2,3-Triazoles

2-Phenyltriazole 1-oxides are activated at C-5 towards both electrophilic and nucleophilic attack.The N-oxides can be selectively halogenated and, in turn, the halogen replaced by strong nucleophiles.On subsequent deoxygenation, the N-oxides yield halogeno-, methylthio-, and methoxy-triazoles.Methylation produces N-methoxytriazolium salts in which H-5 can be replaced by weak nucleophiles, e.g. fluoride ions.Thus fluoro-, chloro-, hydroxy-, alkoxy-, acyloxy-, amino-, substituted amino-, azido-, nitro-, mercapto-, alkylthio-, acylthio-, and cyano-substituents can be introduced in the triazole nucleus.Alternatively deprotonated N-methoxytriazolium salts react with electrophiles producing substituted triazole N-oxides.The reactions of triazole N-oxides with hydrogen chloride to give chlorotriazoles, and with acetyl chloride to give acetoxytriazoles, are explained.