Concepedia

Synthesis of 5‐Diazomethyl Substituted V‐Triazolo [4,5‐D] Pyrimidines

G. L'ABBE, Françoise Godts, Suzanne Toppet

Bulletin des Sociétés Chimiques Belges · 1985 · 17 citations · 7 references

DOI

Concepts

Abstract

Abstract ABSTRACT. The condensation of 5‐azido‐4‐cyano‐1‐substituted‐1,2,3‐triazoles with active methylene nitriles in the presence of a strong base yields the title compounds 6 which exist in equilibrium with the tricyclic systems 5. The equilibrium position is shifted towards the diazo forms for X‐H and for X‐COOEt in non‐polar solvents, thus giving the first examples of open‐chain diazo functions attached to a pyrimidine ring at the 2‐position.

References

7

Azapurine nucleosides. 1. Synthesis and antitumor activity of certain 3-.beta.-D-ribofuranosyl- and 2'-deoxy-D-ribofuranosyl-v-triazolo[4,5-d]pyrimidines

Wolfgang Hutzenlaub, Richard L. Tolman, Roland K. Robins · Journal of Medicinal Chemistry · 1972 · 58 citations

, , +11

Azapurine nucleosides. 2. Synthesis and antiviral activity of 7-amino-3-.alpha.-D-arabinofuranosyl-v-triazolo[4,5-d]pyrimidine and related nucleosides

Clive W. Smith, Robert W. Sidwell, Roland K. Robins et al. · Journal of Medicinal Chemistry · 1972 · 50 citations

, , +12

Isolation of Primary Decomposition Products of Azides. I. 1,4-Diphenyl5-azido-1,2,3-triazole

Peter A. S. Smith, Leroy Krbechek, Wolfgang. Resemann · Journal of the American Chemical Society · 1964 · 40 citations

, , +7

The synthetic utility of heteroaromatic azido compounds. Part VI. Preparation of some 1<i>H</i>‐1,2,3‐triazolo[1,5‐<i>a</i>]thieno[3,2‐<i>d</i>]pyrimidines

Christer Westerlund · Journal of Heterocyclic Chemistry · 1980 · 25 citations

, , +11

The chemistry of polyazaheterocyclic compounds. Part VII. Extensions of a v-triazolo[1,5-a]quinazoline synthesis and a new route to 4-aminoquinazoline derivatives

Derek R. Sutherland, G. Tennant · Journal of the Chemical Society Perkin Transactions 1 · 1974 · 23 citations

, , +10