Patent · US Expired

5,5-bis(difluoramino)hexahydro-1,3-dinitropyrimidine (RNFX) and certain electronegatively substituted pyrimidines

US6310204A · kind A · utility

2Cited by
0References
15Claims
0Family size

Assignee

Inventors

Key dates

Filing dateFeb 16, 2000
Grant dateOct 30, 2001
Priority date
Expiry dateFeb 16, 2020

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D239/22
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Calculated performance improvements are expected from a particularly new class of compounds, geminal-bis(difluoramino)-substituted heterocyclic nitramines, when formulated into explosives and propellants. This invention involves novel and nonintuitive methods for the preparation of certain derivatives of 2,2-bis(difluoramino)-N-nitro-1,3-propanediamine which are suitable precursors leading to 5,5-bis(difluoramino)hexahydro-1,3-dinitropyrimidine (RNFX). The invention also involves novel and nonintuitive methods for the preparation of RNFX, a specific member of a general class of compounds with the substructure 2,2-bis(difluoramino)-N-nitro-1,3-propanediamine. RNFX is produced by the use of key intermediates, including tetrahydropyrimidin-5(4H)-ones, which allow formation of the target structural subcomponent, 2,2-bis(difluoramino)-N-nitro-1,3-propanediamine, and a more specific substructure of 2,2-bis(difluoramino)-N,N'-dinitro-1,3-propanediamine. The method of making RNFX, generally, comprises reacting with a difluoramine source, a tetrahydro-1,3-disulfonylpyrimidin-5(4H)-one; reacting with a nitronium source, the resultant 5,5-bis(difluoramino)hexahydro-1,3-disulfonylpyrimidine; N…

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.