77896-41-4

Upstream product

• 77896-40-3 methylglyoxal 1-oxime 2-phenylhydrazone 
• 187455-82-9 5-Carboxy-4-methyl-2-phenyl-1,2,3-triazole-1-oxide 
• 187455-78-3 ethyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate 3-oxide 

Downstream Products

• 87213-44-3 4-hydroxy-5-methyl-2-phenyltriazole 
• 77896-79-8 5-acetylthio-4-methyl-2-phenyl-1,2,3-triazole 
• 51039-50-0 5-methyl-2-phenyl-2H-[1,2,3]triazole 
• 77896-45-8 5-bromo-4-methyl-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-43-6 5-chloro-4-methyl-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-54-9 4-Chloro-5-methyl-2-phenyl-2H-[1,2,3]triazole 
• 77896-56-1 4-acetoxy-5-methyl-2-phenyl-1,2,3-triazole 

Relevant academic research and scientific papers

1,2,3-Triazole N-Oxides. II. Synthesis of Substituted 4(5)-Ethoxycarbonyl-1,2,3-triazole N-Oxides

Oxidative cyclization of ethyl 2-hydrazono-3-hydroxyimino- and 3-hydrazono-2-hydroxyiminobutanoates in the presence of γ-MnO2 yields isomeric 4(5)-methyl-2-phenyl-5(4)-ethoxycarbonyl-1,2,3-triazole 1-oxides. Alkaline hydrolysis and ammonolysis

Addition of Nitrite Ions to 1-Methoxy-1,2,3-triazolium Salts. Formation of Nitro and Hydroxy Substituted Triazoles

Potassium and silver nitrite add to 1-methoxy-2-phenyltriazolium salts as ambident nucleophiles to give 4-nitro- and 4-hydroxytriazoles.If unsubstituted, the latter, via nitrosation and oxidation, affords 4-hydroxy-5-nitro-2-phenyltriazole.The hydroxytriazoles add to unchanged starting material producing bistriazolyl ethers.A nitro-substituted derivative of the latter displays photochromic properties.

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.