Effective DABCO-catalyzed synthesis of new tetrazolo[1,5-a]pyrimidine analogs

Mol Divers. 2017 Nov;21(4):865-873. doi: 10.1007/s11030-017-9760-9. Epub 2017 Jul 5.

Abstract

In this study, an efficient multicomponent one-pot route is described for the DABCO-catalyzed synthesis of tetrazolo[1,5-a]pyrimidines. This synthesis strategy is based on the reaction of malononitrile and aldehydes with 5-aminotetrazole monohydrate using 1,4-diazabicyclo[2.2.2]octane (DABCO) in i-PrOH under reflux conditions. This protocol is a simple, green, and low-cost technique to prepare new compounds with potential medicinal properties.

Keywords: 5-aminotetrazole monohydrate; DABCO; MCRs; Multicomponent; One-pot; Tetrazolo[1, 5-a]pyrimidines.

MeSH terms

  • Catalysis
  • Chemistry Techniques, Synthetic
  • Piperazines / chemistry*
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry*
  • Tetrazoles / chemistry*

Substances

  • Piperazines
  • Pyrimidines
  • Tetrazoles
  • triethylenediamine