Nitramine from

Neopentyl alcohol, 40, 76 Nickel catalyst for hydrogenation of resorcinol, 41, 56, 57 Nitramines from amines and acetone cyanohydrin nitrate, 43, 84 Nitration, of amines to nitramines by acetone cyanohydrin nitrate, 43, 83... 

Synthesis of secondary nitramines from the nitrolysis of te/t-butylamines... 

Adolph and Cichra prepared a number of cyclic nitramines from the nitrolysis of tert-butyl protected Mannich products (Table 5.5). Nitrolysis of the fert-butyl groups was achieved with mixed acid, pure nitric acid or a mixture of nitric acid in acetic anhydride depending on the substrate. Pure nitric acid was found to affect the nitrolysis of both the ferr-butyl groups of (97), (Table 5.5, Entry 4) whereas the use of mixed acid led to the isolation of the product where only one of the ferf-butyl groups had undergone nitrolysis. Some of the cyclic nitramine products... 

A solution of dinitrogen pentoxide in methylene chloride-acetonitrile also yields secondary nitramines from symmetrical methylenediamines. When the substiment is aliphatic or heterocyclic the nitrolysis occurs specifically at the aminal methylene and yields of secondary nitramine between 25 % and 54 % are reported. 

The anions of primary nitramines, like other nucleophiles, can undergo Michael 1,4-addition reactions with a range of a,-unsaturated substrates to form secondary nitramines of varying molecular complexity (Equation 5.18). Kissinger and Schwartz prepared a number of secondary nitramines from the condensation of primary nitramines with a,/3-unsaturated ketones, esters, amides and cyanides. In a standard experiment a solution of the primary nitramine and... 

Figure 5.113 Linear nitramines from the nitrolysis of hexamine...

Raman spectra of nitramines and nitrosamines) d)C. A. Parker, jSCI 67,434(1948) CA 43,3617 (15)49) (Chromatographic separation of N-nitroso-N-ethylamme and of seme nitramines from propellants) e)S.I. Burmistrov, ZhAnalKhim 5,119—22 (1950) CA 44,4828-9(1950) (Identification of primary nitramines. Spot test colorations with various reagents are given for 45 nitramines) (Translation RJ-44 of the Associated Technical Services, PO Box 271, East Qrance, NJ) f)E.W. Malmberg et ai, Anal Cnem 25,901-7(1953) ... 

Dame , and co-workers (193, 194) revealed the formation of free radicals from secondary nitramines as the result of 7 and ultra-violet radiation. Recently Dubovitskii and Korsunskii (4) have reviewed nitramines from the point of view of the kinetic value of their thermal decomposition and came to the conclusion of free radical-chain reaction of breaking the N-NO2 bond. Also a monograph on octogen has appeared [5]. 

Nitrato-N-nitramines from cyclic tert amines... 

Czuba has studied 3-nitramines in some detail. " Nitramines of the four chloro-3-aminopyridines, 3-amino-5-ethoxypyridine, 5-aminonicotinic acid, 5-aminopicolinic acid, 3-amino- and 5-amino-2-pyridinesulfonic acids, 3-amino-4-picoline and 5-amino-3-picoline have been prepared. Attempts to prepare nitramines from the four 3-aminopyridinols were unsuccessful. However, 3-amino-5-ethoxypyridineforms the nitramine that reacts in sulfuric acid to give 5-ethoxy-3-pyridinol. ... 

Trifluoroacetic anhydride Preferential formation of sec. nitramines from sec. acylamines... 

Nitramines from aliphatic nitro compounds GH(N02) -> G(N02)GH2N>... 

Without additional reagents N-Chloro-N-nitramines from N-nitr amines... 

Nitramines from 1,1-nitroethylene derivatives G(N02) G with O N-acyl group migration and O-deacetylation... 

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