Glyoxal → Ammonia

Participants

Reaction Steps

The present invention also relates to a process for the preparation of 1,4,7,10,13,16,21,24-octaazabicyclo[8.8.8]hexacosane (1) which comprises: reacting in a non-reactive gas atmosphere a mixture of tris (2-aminoethyl)amine (tren) with glyoxal in the presence of water, a water miscible solvent and a tertiary amine with cooling to a temperature of about −30° C. or less, wherein the glyoxal is added slowly to the mixture, to prepare 1,4,7,10,13,16,21,24-octaazabicyclo[8.8.8]hexacosa, 4,6,13,15,21,23-hexaene (2); reacting compound (2) in a second mixture with an alkali metal in the presence of ammonia at a temperature of about −30° C. or less to form compound (1) from compound (2); causing the second mixture to warm to room temperature with removal of the ammonia; and separating compound (1) from the reaction mixture.

Provenance & Evidence