Preparation of 9-amino-1,9-diazatricyclo[,8]dodecane-2,10-dione by a retro-Diels-Alder reaction

Géza Stájer, Ferenc Miklós, Pál Sohár, Reijo Sillanpää

Research output: Article

11 Citations (Scopus)


Treatment of di-endo- or di-exo-3-aminobicyclo[2.2.1]hept-5-ene-2-carbohydrazides (1a and 1b) with ethyl 2-(2-oxocyclopentyl)acetate (2) yields norbornene-condensed 9-amino-1,9-diazatricyclo[,8]dodecane-2,10-diones 3a and 3b, the condensed bis(lactams) 4a and 4b and (from 1b and 2) the cyclopenta[c]pyridazinone 5. After separation, 3a and 3b both decompose on heating by loss of cyclopentadiene to give 9-amino-1,9-diazatricyclo[,8]dodecane-2,10-dione (6).

Original languageEnglish
Pages (from-to)4153-4156
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number21
Publication statusPublished - nov. 2001


ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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