21788-29-4

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 106-50-3 1,4-phenylenediamine 
• 100-01-6 4-nitro-aniline 
• 14213-11-7 1-(4-nitrophenyl)-1H-tetrazole 
• 14213-13-9 4-tetrazol-1-yl-phenylamine 

Downstream Products

• 133638-21-8 4-Tetrazol-1-yl-phenyl-cyanamide 
• 97954-62-6 N,N’-(1,4-phenylene)dicyanamide 
• 133638-23-0 {1-[4-(5-Dimethylaminomethyl-tetrazol-1-yl)-phenyl]-1H-tetrazol-5-ylmethyl}-dimethyl-amine 

Relevant academic research and scientific papers

α-Ferrocenylation of Tetrazole and Its 1-substituted Derivatives in Two-Phase Systems

Reactions of α-ferrocenylalkyl alcohols with tetrazole and its 1-substituted derivatives in two-phase systems of methylene chloride-aqueous solutions of HX acids (X = BF4, ClO4) result in the formation of 4-α-ferrocenylalkylated tetrazolium salts as the only isomers. Under the action of alkali reagents in aqueous media monosubstituted tetrazolium salts are converted into mixtures of 1- and 2-α-ferrocenylalkyl tetrazole derivatives, while disubstituted salts decompose to give the starting compounds when heated in 10% aqueous solution of sodium hydroxide. In the anhydrous medium, heating of 1-phenyl-5-ferrocenylmethylenetetrazolium fluoborate with t-BuOK in dioxane results in a rearrangement which proceeds by an ilide-type mechanism to form 1-phenyl-5-ferrocenylmethylenetetrazole. The latter reacts in the two-phase system with ferrocenylmethanol to give the corresponding trisubstituted tetrazolium salt.

SYNTHESIS AND PROPERTIES OF PHENYLENEBIS-1H-TETRAZOLES

Heterocyclization of m- and p-phenylenediamines with orthoformic ester and sodium azide has given phenylenebis-1H-tetrazoles.Under these conditions, o-phenylenediamine gives benzimidazole. o-, m-, and p-Phenylenebis-1H-tetrazoles were also obtained from the nitroanilines via the intermediate nitro- and aminophenyltetrazoles.The reactions of the bistetrazoles examined were basic hydrolysis, aminomethylation, and complex formation with copper salts.