Nitration studies have been conducted on the bis(acetamido), bis(p-toluenesulfonamido), and bis(trifluoroacetamido) derivatives of 2,6-diamino-4,8-dinitro-and 1,5-diaminonaphthalene. The bis(trifluoroacetamides) were nitrated readily to produce tetranitro derivatives, whereas the p-toluenesulfonamides and acetamides gave predominantely dinitro products. The tetrakis(trifluoroacetyl) and tetraacetyl derivatives of 1,3,5,7-tetraaminonaphthalene were nitrated to yield diand mononitro products, respectively. Solvolysis of some of the amides was successful (most facile with trifluoroacetamido), leading to the first preparations of 2,6-diamino-1,4,5,8-tetranitro-, l,5-diamino-4,8-dinitro-, and l,5-dinitro-2,4,6,8-tetraaminonaphthalenes. Peracid oxidation of the new diamines or amides failed to yield polynitronaphthalenes. The effect of structure on the course of nitration, solvolysis, and oxidation of the new nitrated naphthalene derivatives is discussed.

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Reactions of different chloronitrobenzenes and chloronitropyrimidines with monosubstituted hydrazines, R‐NHNH2, where R is methyl, carbomethoxy and phenyl, are described. The reactivity of these hydrazines in displacement‐ortho substituent cyclizations varies substantially, depending on the nature of the aromatic substrate and the hydrazine R group. New routes to 8‐azapurine and benzopyrazole derivatives are decribed.

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SE 12 q Naval Weapons Center AN ACTIVITY OF THE NAVAL MATERIAL COMMAND I FOREWORD A new thermally stable polymer is described and methods for synthesis and free radical cure of its "monomer" are presented. The bismaleimide of dimer diamine can be prepared in 35 to 56% yield by a mild method involving cyclodehydration of the precursor bismaleamic acid. Free radical cure can be accomplished with hydroperoxides promoted with a vanadium trineodecanoate/N,N-dimethyl-p-toluidine mixture to form a hard polymer. Thermal properties and tensile strengths of the polymerized material are also presented and discussed.