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題 名 | Regioselectivity in Reactions of Bis-Hydrazonoyl Halides with Some Bifunctional Heterocycles |
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作 者 | Shawali,Ahmad S.; Abdallah,Magda A.; Zayed,Mohie E. M.; | 書刊名 | Journal of the Chinese Chemical Society |
卷 期 | 49:6 2002.12[民91.12] |
頁 次 | 頁1035-1040 |
分類號 | 346.01 |
關鍵詞 | Hydrazones; Synthetic methods; Thiazoles; Triazoles; |
語 文 | 英文(English) |
英文摘要 | Bis-hydrazonoyl chloride 1 reacts regioselectively with 3-mercapto-1,2, 4, -triazole 2a. 2, 3-dihydro-3- thioxo-1, 2, 4-triazin-5 (4H) -one 2b and 2-mercaptobenzimidazole 2c to give the hitherto unknown annelated 2,3-bis-(phenylhydrazono) thiazoles 6a-c, respectively. Reactions of 1 with the methylthio derivatives of such heterocycles afforded the annelated 3, 3'-bis-(1,2,4-triazoles) 11a-c, respectively. Similar reaction of 1 with 2-phenylamino-4(3H)-pyrimidinones 4 gave 2,3-bis(phenylhydrazono) imidazo[1,2-a] pyrimidin-5(1H) -ones 16. Oxidation of 6c yielded the corresponding bis (phenylazo) derivative 15. the regiochemistry of the studied reactions is discussed. |
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