Patent · US Expired

Method of preparing cis-8b-methyldecahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene, cis-decahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene, cyclene and functionalised cyclenes

US7659393B2 · kind B2 · utility

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Key dates

Filing dateJun 4, 2004
Grant dateFeb 9, 2010
Priority date
Expiry dateJun 4, 2024

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D257/02
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method of preparing cyclene having formula (I) from triethylenetetraamine having formula (VIII) or ethylenediamine having formula (VIII′) includes a series of steps. The first series of steps (I) includes a step A (one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII)), followed by a step B (transforming the compound having formula (IIa) into cyclene having formula (I)). The second series of steps (II) includes a step C (preparing the compound having formula (IIb) from the compound having formula (VIII)), followed by a step D (transforming the compound having formula (IIb) into cylcene having formula (I)). The third series of steps (III) includes a step E involving the onepot preparation of the compound having formula (IIa) from the compound having formula (VIII), followed by a step B involving the transformation of the compound having formula (IIa) into cyclene having formula (I).

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