頁籤選單縮合
題 名 | Studies on the Reaction of 广-Chloroformylarylhydrazine Hydrochloride with Imidazole and 1,2,4-Triazole |
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作 者 | 邱俊彥; 鍾仁華; 郭文發; 葉茂榮; | 書刊名 | Journal of the Chinese Chemical Society |
卷 期 | 49:6 2002.12[民91.12] |
頁 次 | 頁1003-1014 |
分類號 | 346.01 |
關鍵詞 | 广-chloroformylarylhydrazine hydrochloride; 广-lmidazolformylarylhydrazine; 广-[1,2,4] triazolformylarylhydrazine; Imidazole; 1,2,4-triazole; 2,2'-diaryl-2H,2'H-[4,4']bi[[1,2,4]-trizaolyl]-3,3'-dione; Cycloaddition; 2-aryl-4-2-ary-1-4-(vinyl-semicarbazide-4-yl)-2,4-dihydro-[1,2,4]-triazol-3-one; Acyl chloride; Acetic acid anhydride; 5-substituted-3-aryl-3H-[1,3,4]oxadizol-2-one; |
語 文 | 英文(English) |
英文摘要 | α-lmidazolformylarylhydrazine 2 and α-[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 α - chloroformylarylhydrazine hydrochloride 1 with 1,2,4-triazole at 60 ℃ and in absence of n-Bu �� N. 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-ary1-4-(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. |
本系統中英文摘要資訊取自各篇刊載內容。