Alkylation of 3,5-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,4-triazole with haloalkanes afforded N-CH 2 R derivatives, and nitration furnished the corresponding bis-N-nitramine isolated as a trisodium salt. Treatment of the latter with CH 3 I resulted in denitration. Diazotization and oxidation of 3,5-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,4-triazole, its N-methyl and N-carboxy derivatives gave rise to the corresponding azido and nitro derivatives. Salts of 3,5-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,4-triazol-5-acetic acid with nitrogen-containing bases were synthesized. It was established that the character of reaction products of 3,5-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,4-triazole with formaldehyde depended on the acid-base properties of the medium.
Oxadiazole derivativesOxadiazole derivatives R 0290New Heterocycles with a 3-Aminofurazanyl Substituent. -The synthesis of a variety of new hetaryl-substituted 3-aminofurazans [cf. (III), (V), (VIII), (X)] starting from oxime (I), hydrazide (VII) or hydrazone (IX) is described. -(SHAPOSHNIKOV, S. D.; KOROBOV, N. V.; SERGIEVSKII, A. V.; PIROGOV, S. V.; MEL'NIKOVA, S. F.; TSELINSKII, I. V.; Russ. J. Org. Chem. 38 (2002) 9, 1351-1355; St. Petersburg State Inst. Technol., St. Petersburg 198013, Russia; Eng.) -M. Schroeter 16-125
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