Patent · US Expired

Synthesis of diaza crown ethers

US5247078A · kind A · utility

5Cited by
2References
17Claims
0Family size

Assignee

Inventors

Key dates

Filing dateMay 2, 1991
Grant dateSep 21, 1993
Priority date
Expiry dateMay 2, 2011

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D273/00
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Poly(ethyleneoxy)amines, such as those having the structure: EQU H.sub.2 N--(CH.sub.2).sub.a --(OCH.sub.2 CH.sub.2).sub.b --NH--(CH.sub.2 CH.sub.2 O).sub.c --(CH.sub.2).sub.d --R where a and d are independently 2 to 3; b and c are independently 1 to 4 and R is --OH or --NH.sub.2, may be reacted over a transition metal catalyst such as one containing nickel to produce diaza crown ethers, such as, for example 4,13-diaza-18-crown-6. If the poly(ethyleneoxy)amine is a diamine having a hydroxyl group of the above formula, the reaction may produce the corresponding triamine in the presence of ammonia. These triamines also readily form diaza crown ethers at near complete conversions simply from nickel, platinum, and palladium metal catalysts alone or with other transition metals such as copper and/or chromium. The process avoids tedious, multiple step procedures and the high dilutions that accompany prior diaza crown ether preparations.

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