- 作者: 葉茂榮
- 作者服務機構: Department of Chemistry, National Cheng Kung University, Tainan, Taiwan 70101, R.O.C.
- 中文摘要: a-Imidazolformylarylhydrazine 2 and a-[1,2,4]triazolformylarylhydrazine 3 have been synthesized through the nucleophilic substitution reaction of 1 with imidazole and 1,2,4-triazole, respectively. 2,2¢-Diaryl-2H,2¢H-[4,4¢]bi[[1,2,4]-triazolyl]-3,3¢-dione 4 was obtained from the cycloaddition of a-chloroformylarylhydrazine hydrochloride 1 with 1,2,4-triazole at 60 °C and in absence of n-Bu3N. The inducing factor for cycloaddition of 1 with 1,2,4-triazole was ascertained as hydrogen ion by the formation of 4 from the reaction of 3 with hydrochloric acid. 4 was also acquired from the reaction of 3 with 1 and this could confirm the reaction route for cycloaddition of 1 with 1,2,4-triazole. Some acylation reagents were applied to induce the cyclization reaction of 2 and 3. 1 possessing chloroformyl group could induce the cyclization of 2 to give 2-aryl-4-(2-aryl-4-vinyl-semicarbazide-4-yl)-2,4-dihydro-[1,2,4]-triazol-3-one 6. 7 was obtained from the cyclization of 2 induced by some acyl chlorides. Acetic acid anhydride like acetyl chloride also could react with 2 to produce 7D. 5-Substituted-3-aryl-3H-[1,3,4]oxadiazol-2-one 8 was produced from the cyclization reaction of 3 induced by some acyl chlorides or acetic acid anhydride. The 1,2,4-triazole group of 3 played a role as a leaving group in the course of cyclization reaction. This was confirmed by the same product 8 which was acquired from the reaction of 1, possessing a better leaving group: Cl, with some acyl chlorides or acetic acid anhydride.
- 英文摘要: --
- 中文關鍵字: a-Chloroformylarylhydrazine hydrochloride; Imidazole; 1,2,4-Triazole; a-Imidazolformylarylhydrazine; a-[1,2,4]Triazolformylarylhydrazine; Acyl chloride; Acetic acid anhydride
- 英文關鍵字: a-Chloroformylarylhydrazine hydrochloride; Imidazole; 1,2,4-Triazole; a-Imidazolformylarylhydrazine; a-[1,2,4]Triazolformylarylhydrazine; Acyl chloride; Acetic acid anhydride