The search of the new low-melting high energetic materials, which match the performance of TNAZ and more available, is the barest necessity. The syntheses of several novel zero-hydrogen but nitrogen and oxygen rich high energetic heterocycles, such as bridged nitrofurazans, were undertaken to test the hypothesis that accumulate furazan ring in such molecule could effectively serve in construction of energetically interesting materials. Eight dinitro trifurazans were synthesized and tested. The series of compounds was prepared in three±®ve stages from the 3,4-diaminofurazan (10). Oxy bridge was formed by utilizing hydroxyfurazans as nucleophiles. Azo bridge was prepared by oxidizing coupling of amino groups with KMnO 4 in acid medium. Transformation of azo bridge to azoxy one was accomplished by mixture of (NH 4 ) 2 S 2 O 8 and oleum. The set of trifurazans represents a new class of low-melting high energetic materials which are among the most potent C x H y N z O wexplosives known. The isomeric diazoxyfurazans, (28), (29), and (30), differ dramatically in their properties. Liquid diazoxy compound (28) has density of 1.8 g/cm 3 and is reach a record ®gure for C x H y N z O w -oil known.

A "one pot" method for the synthesis of 3 alkyl 4 aminofurazans from ethyl β alkyl β oxopropionates was developed. The multistep process involves hydrolysis of the ester, nitrosation at the activated methylene group, and treatment of the resulting intermediate with an alkaline solution of hydroxylamine in the presence of urea.

Oxadiazole derivatives R 0290Synthesis of Secondary and Tertiary Aminofurazans. -The reaction of nitrofurazans like (I) and (XIII) with primary and secondary amines proceeds with substitution of the nitro group to furnish the secondary and tertiary title aminofurazans. A wide range of side reactions is observed, and the reaction conditions must be optimized for each substrate. A further expansion of the spectrum furazans is presented by reactions using the amidoxime fragment as in (XVI). -(SHEREMETEV*, A. B.; ANDRIANOV, V. G.; MANTSEVA, E. V.; SHATUNOVA, E. V.; ALEKSANDROVA, N. S.; YUDIN, I. L.; DMITRIEV, D. E.; AVERKIEV, B. B.; ANTIPIN, M. Y.; Russ.

No abstract

Reaction of 1,4-di-(3-aminofurazan-4-oyl)piperazine 4 with dibromoisocyanurate (DBI) affords azofurazan-annulated macrocyclic lactam 7; the X-ray structure of the macrocycle 7 is reported. The synthesis was started with 3-aminofurazan-4-carboxylic acid 1. A one-pot method for preparation of the amino acid was elaborated from commercially available cyanoacetic ester. Amides of the acid have been prepared via the esterification and subsequent amination.