55513-24-1

Upstream product

• 932-90-1 Benzaldoxime 
• 698-16-8 benzohydroximoyl chloride 
• 6914-23-4 benzohydroximoyl azide 
• 323580-34-3 1-(anthracen-9-ylmethoxy)-5-phenyltetrazole 

Downstream Products

• 66572-10-9 1-methoxy-5-phenyl-1H-tetrazole 
• 66572-11-0 1-ethoxy-5-phenyl-1H-tetrazole 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 124313-67-3 dimethyl 5-phenyl-1-tetrazolyloxy-1,2-ethylenedicarboxylate (Z) 
• 124313-68-4 dimethyl 5-phenyl-1-tetrazolyloxy-1,2-ethylenedicarboxylate (E) 
• 323580-34-3 1-(anthracen-9-ylmethoxy)-5-phenyltetrazole 
• 124313-47-9 3-(5-phenyl-tetrazol-2-yl)propionic acid methyl ester 
• 113137-82-9 4-(5-phenyltetrazole-2-yl)-2-butanone 
• 66572-13-2 2-ethyl-5-phenyl-2H-tetrazole 4-oxide 
• 66572-12-1 3-methyl-5-phenyltetrazole-1-oxide 
• 114662-63-4 Potassium; 5-phenyl-tetrazol-1-olate 

Relevant academic research and scientific papers

Synthesis and reactivity of carbohydroximoyl azides: I. Aliphatic and aromatic carbohydroximoyl azides and 5-substituted 1-hydroxytetrazoles based thereon

Chlorination of 1-hydroxyiminopentane gave 1-chloro-1-nitrosopentane which reacted with sodium azide in DMF to form pentanohydroximoyl azide. The azidation of benzohydroximoyl chlorides was always accompanied by decomposition to benzonitriles. Treatment of carbohydroximoyl azides in ether with gaseous hydrogen chloride afforded 5-butyl-and 5-aryl-1-hydroxytetrazoles which reacted with acetic anhydride to form the corresponding acetates.

A synthesis of 1-hydroxy-5-(2-substituted aryl)tetrazoles by directed lithiation

Dilithiation of 1-hydroxy-5-aryltetrazoles with 2 equiv. of butyllithium in the presence of N,N,N′N′-tetramethylethylenediamine enables the introduction of ortho-substituents into the aryl ring to form compounds (6a-e). The hydroxy group of 1-hydroxy-5-ph