368864-09-9

Basic information

• Product Name: cis-octahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene-3,4-dione
• Synonyms: cis-octahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene-3,4-dione
• CAS NO: 368864-09-9
• Molecular Weight: 222.247
• Mol File: 368864-09-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: cis-octahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene-3,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: cis-octahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene-3,4-dione(368864-09-9)
• EPA Substance Registry System: cis-octahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene-3,4-dione(368864-09-9)

Safety Data

• Hazardous Substances Data: 368864-09-9(Hazardous Substances Data)

Upstream product

• 95-92-1 oxalic acid diethyl ester 
• 131543-46-9 Glyoxal 
• 112-24-3 triethylentetramine 

Downstream Products

• 294-90-6 1,4,7,10-tetraazacyclododecan 

Relevant articles and documents

Stereochemistry of the intermediates in the synthesis of 1,4,7,10-tetraazacyclododecane from triethylenetetramine, glyoxal and diethyl oxalate

The equilibrium and rearrangement phenomena encountered in two steps for the synthesis of 1,4,7,10-tetraazacyclododecane from triethylenetetramine, glyoxal and diethyl oxalate were studied and elucidated after the development of two micellar electrokinetic chromatographic (MEKC) methods. The latter were able to separate: (i) the four bis-aminals (2-5) obtained from the condensation of triethylenetetramine with glyoxal; (ii) the four diones (6-9) derived from the reaction of the bis-aminals with diethyl oxalate, whose solid state structures were determined by single crystal X-ray diffraction. The three not yet reported diones (6, 7 and 9) were synthesised by taking advantage of both the reaction conditions and the use of a particular catalyst (MeONa). A plausible reaction mechanism, as well as a discussion of the solid state structures, is presented.

Process for the preparation of decahydro-2a,4a,6a,8a-tetraazacyclopent[fg]acenaphthylene and functionalized derivatives

A process for the preparation of compound of formula (I A), decahydro-2a,4a,6a,8a-tetraazacyclopent[fg]accnaphthylene and the corresponding functionalized compounds of general formula (1), intermediates for the preparation of 1,4,7,10-tetraazacyclododecane (II A) and corresponding derivatives (II), by preparation of compounds of general formula (III) and subsequent reduction thereof.