Abstrakt: |
The corresponding thiosemicarbazonium salts, which form 4-acetyl- and 2,4-di-acetyl-1-benzylidene-3-(5-nitro-2-furfuryl)thiosemicarbazides with acetic anhydride, were obtained by the reaction of 5-nitrofurfuryl bromide with 1-benzyl-idenethiosemicarbazides. Under the influence of bases the monoacetylated derivatives undergo cyclization to the corresponding 2-benzylidenehydrazino-5-(5-nitro-2-furyl)thiazoles. Intramolecular cyclization of the monoacetylated products to 3-methyl-5-[(5-nitro-2-furfuryl)thio]-1,2,4-triazole, which is accompanied by the elimination of the corresponding benzaldehyde, occurs in the presence of hydrochloric acid. |