1,3,5,7-Tetraazabicyclo nonanes

Template condensation reactions of the nickel(II) complex of 3,7-bis(2-aminoethyl)-l,3,5,7-tetraazabicyclo[3.3.1]nonane with formaldehyde and the appropriate primary diamines such as ethylenediamine, 1,4-butanediamine, and p-xylenediamine yield dinickel(II) complexes of bis-heptaazamacrocyclic ligands (716)-(718). Similarly, the dinuclear Ni11 complexes (719) and (720) were prepared by using [Ni(2,3,2-tet)](C104)2, formaldehyde, and NH2—(CH2)ra—NH2 ( = 2, 3, 4, 5, 6, 10) or melamine, respectively. 

As previously discussed, heterocyclic polyamines containing methylenediamine functionality are usually unstable if unprotected. In contrast, the presence of a urea group stabilizes this functionality and allows the isolation of a number of heterocyclic amines. These are usually synthesized via a condensation reaction and isolated as the hydrochloride salt. The A-nitration of the 2,5,7,9-tetraazabicyclo[4.3.0]nonan-8-one and 2,4,6,8-tetraazabicyclo[3.3.0]octan-3-one ° ring systems has been investigated and serve as valuable examples. 

Table 5.2 A -Nitration of 2,5,7,9-tetraazabicyclo[4.3.0]nonan-8-one. dihydrochloride (41) with various nitrating agents (ref. 29)...

Pagoria and co-workers " " also reported the synthesis of (113) (K-56, TNABN) and the trinitrated derivative, 2,5,7-trinitro-2,5,7,9-tetraazabicyclo[4.3.0]nonane-8-one (115) (HK-56). Their route to the bicycle (112) was via bromination of l,3-diacetyl-2-imidazolone, followed by reaction with ethylenedinitramine and nitrolysis of the acetyl groups. 

N, iV -Dimethyl-iV, A -dinitrosooxamide, 1512 N, A -Dimethyl-A A -dinitrosoterephthalamide, 3284 N, N-Dimethyl-4-nitrosoaniline, 2980 1,2-Dimethylnitrosohydrazine, 0946 3,7-Dinitroso-l,3,5,7-tetraazabicyclo[3.3.1]nonane, 1954 Dinitrosylnickel, 4741 Ethyl A-methyl-A-nitrosocarbamate, 1597 Lead(II) trinitrosobenzene-l,3,5-trioxide, 3594 1 -Methyl-3-nitro-1 -nitrosoguanidine, 0876 A-Methyl-A-nitrosomea, 0875 Nitritonitrosylnickel, 4742 A-Nitrosoacetanilide, 2949 Nitrosobenzene, 2261 A-Nitrosodiphenylamine, 3486 A-Nitrosoethyl-2-hydroxyethylamine, 1691 Nitrosoguanidine, 0481 A-Nitroso-6-hexanelactam, 2424... 

Acetylamino-3,5 -dinitrothiophene, 2273 2-Amino-3,5-dinitrothiophene, 1417 4-Bromo-2,6-dinitroaniline, 2126 2-Bromo-4,6-dinitroaniline, 2125 2-Chloro-4,6-dinitroaniline, 2146 3,7-Dinitroso-1,3,5,7-tetraazabicyclo [3.3.1] nonane, 1948 2-Formylamino-3,5-dinitrothiophene, 1817 2-Hydroxy-6-nitro-1 -naphthalenediazonium-4-sulfonate, 3234 2-Methoxyanilinium nitrate, 2825... 

Perform. Another name for 3,7-Dinitroso-1,3,5,7-tetraazabicyclo[3.3.1]-nonane. See Vol 5,E91-L... 

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