56012-65-8

Upstream product

• 16293-42-8 2-phenyl-2,3-dihydro-[1,2,3]triazol-4-one 
• 118051-23-3 1-Oxy-2-phenyl-3-vinyl-2,3-dihydro-[1,2,3]triazol-4-one 
• 77896-42-5 5-chloro-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-39-0 2-phenyl-2H-1,2,3-triazole 1-oxide 
• 52478-31-6 2-phenyl-4-hydroxy-1,2,3-triazole 1-oxide 

Relevant academic research and scientific papers

Reaction of 2-phenyl substituted 1,2,3-triazol 1-oxides with acylating agents. Preparation of hydroxy- halogen- hydroxymethyl- and chloromethyltriazoles

2-Phenyltriazol 1-oxides react with acetyl chloride producing acetoxy- and chloro-substituted triazoles.The substituents enter the 5 and the 4-position.When these are not accessible the substituents go to lateral positions and to the phenyl group producing acetoxymethyltriazoles and 2-halogenophenyl triazoles.Acetic anhydride reacts reluctantly while trifluoroacetic anhydride is more reactive producing trifluoroacetoxytriazoles.The reactions provide effective routes to hydroxy- and hydroxymethyltriazoles.Several mechanisms among which a cyclic one are operating.

HYDROXY-1,2,3-TRIAZOLES. I. SOME CHARACTERISTICS OF 4-HYDROXY-1,2,3-TRIAZOLES

Some chemical characteristics of 2-phenyl-4-hydroxy-1,2,3-triazole and the corresponding N-oxide were investigated.It was shown that the nitration and halogenation of these compounds takes place at position 5 of the triazole ring and alkylation and acylation take place at the hydroxyl group with the formation of ethers and esters.In vinyl exchange reactions with vinyl acetate the hydroxytriazole N-oxide gives the N-vinyl derivative, while the hydroxytriazole gives triazolyl vinyl ether.

1,2,3-Triazoles produced from 5-Substituted N-Methoxytriazolium Salts

Five reactions, two of which are new, have been observed when 5-substituted 1-methoxy-2-phenyltriazolium salts react with nucleophiles: (i) addition to C-4 with elimination of methanol to give unsymmetrically 4,5-disubstituted triazoles; (ii) displacement of the 5-substituent followed by secondary reactions to give a symmetrically 4,5-disubstituted triazole, a 5-substituted triazole N-oxide, a 4-substituted triazole, or a disubstituted benzeneazoacetonitrile; (iii) deprotonation of the N-methoxy-group with elimination of formaldehyde; (iv) demethylation; (v) abstraction of an α-proton from a 5-alkyl group followed by nucleophilic addition and elimination of methanol to give an α-substituted 5-alkyltriazole.The reactions are of synthetic potential as a means of introducing one or two substituents in the 1,2,3-triazole system.

Process for the preparation of 2-phenyl-4-hydroxy-1,2,3-triazole-1-oxides

Process for the preparation of 2-phenyl-4-hydroxy-1,2,3-triazole-1-oxides of the formula STR1 from oxime-hydrazones of the formula STR2 in which formulae R stands for an unsubstituted or substituted phenyl group.