Patent · US Expired

Synthesis of a tetraamido macrocycle ligand

US6127536A · kind A · utility

2Cited by
1References
20Claims
0Family size

Assignee

Inventors

Key dates

Filing dateMay 25, 1999
Grant dateOct 3, 2000
Priority date
Expiry dateMay 25, 2019

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D257/10
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

An improved synthesis for preparing a tetraamido-macrocyclic ligand, such as 5,6-Benzo-3,8,11,13-tetraoxo-2,2,9,9-tetramethyl-12,12-diethyl-1,4,7,10 -tetraazacyclotridecane, H.sub.4, in greatly improved yield and in a commercially viable manner, comprising the steps of dissolving a quantity of a 1,2-bis(2-aminoalkanamido)benzene in a solution comprised of ethyl acetate and methylene chloride to yield a first reaction solution; dissolving a quantity of a malonyl dihalide in an ethyl acetate solution to yield a second reaction solution; adding the first reaction solution and the second reaction solution to a reaction vessel containing a third reaction solution comprised of refluxing ethyl acetate solution and an acid scavenger to form a reaction mixture; and isolating a solid product comprised of the tetraamido-macrocycle directly from the reaction mixture by filtration.

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