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Communication | Regular issue | Vol 29, No. 7, 1989, pp.1241-1242
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5021
The First Synthesis of 4,5-Di-t-buthylpyridazine

Juzo Nakayama* and Atsushi Hirashima

*Department of Chemistry, Faculty of Science, Saitama University, Saitama, Saitama 338-8570, Japan


3,4-Di-t-butylthiophene 1,1-dioxide (1) reacts with 2 equiv. of 4-phenyl-1,2,4-triazoline-3,5-dione in refluxing toluene to give the bis-adduct 4 in 87% yield. KOH-Induced methanolysis of 4, followed by spontaneous air-oxidation and nitrogen extrusion of the resulting hydrazo compound 5, affords 4,5-di-t-butylpyridazine (7) directly in one-pot in 80% yield.