New Boron-Nitrogen Analogues of Uracil Derivatives

Abstract

The reaction of N,N'-dimethylurea with 1,5-dimethyl-2,4-bis- (dimethylamino)-1,5-diaza-2,4-dibora-3-oxacyclohexan-6-one (2) in the melt proceeds with condensation of the urea to yield two major products: the acid 1, 3,5-trimethyl-2-hydroxy-1,3,5-triaza-2-boracyclohexa-4,5-dione (1a); and a mixture of the niethylammonium (4a) and dimethylammonium (4b) of the anion CH3Nmu-CONCH3)2 2B. Analogous product were obtained from the reaction of 2 with N,N', N -triorganylbiurets. The 2-hydroxy derivatives of type 1 form 1:1 molar adducts with amines (3) of variable thermal stability. The anhydride of 1a was obtained as the bis(dimethylamine) adduct CH3Nmu- CONCH3)2B2O.2(CH3)2NH (6) from the reaction of (CH3)2N2BOBN(CH3)22 with N,N',N -trimethylbiuret. Keywords: Azaborauracils, isoelectronic species.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Jul 01, 1989
Accession Number
ADA210164

Entities

People

  • Kurt S. Niedenzu
  • L. Komorowski

Organizations

  • University of Kentucky

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Acetonitrile
  • Amines
  • Amino Acids
  • Chemical Properties
  • Chemical Synthesis
  • Chemistry
  • Mass Spectra
  • Materials
  • Methylamine
  • Military Research
  • Nitriles
  • Nitrogen Compounds
  • Organic Chemistry
  • Organic Compounds
  • Physical Properties
  • Thermal Stability
  • Universities

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry