Unexpected products from the reaction of different compounds with hydrazine hydrate or aryl thiosemicarbazides

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• 作者：Ibrahim Chaaban ; El Sayeda M. El Khawass ; Mona A. Mahran ; Heba A. Abd El Razik ; Nehad S. El Salamouni ; ^{nehad.soliman@pharmacy.alexu.edu.eg" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Unexpected products ; 2 ; 5-Dihydroxyacetophenone ; 1-(1 ; 4-Dihydroxynaphthalen-2-yl)ethanone ; 2-(2 ; 5-Dimethoxybenzylidene)propanedioate ; Ethyl 2-cyano-3-(2 ; 5-dimethoxyphenyl)propenoate
• 刊名：Journal of Saudi Chemical Society
• 出版年：2016
• 出版时间：September 2016
• 年：2016
• 卷：20
• 期：5
• 页码：547-552
• 全文大小：458 K

文摘

The reaction of 2,5-dihydroxyacetophenone I or 1-(1,4-dihydroxynaphthalen-2-yl)ethanone II with various 4-aryl thiosemicarbazides did not yield the expected 4-aryl-1-[1-(2,5-dihydroxyphenyl)ethylidene]thiosemicarbazides III nor 4-aryl-1-[1-(1,4-dihydroxy-naphthalen-2-yl)ethylidene]thiosemicarbazides IV, respectively. However, unexpected products were formed namely, N¹,N²-bis[1-(2,5-dihydroxyphenyl)ethylidene]hydrazine V or N¹,N²-bis[1-(1,4-dihydroxynaphthalen-2-yl)ethylidene]hydrazine VI, respectively. Also, an unexpected product N¹,N²-bis(2,5-dimethoxybenzylidene)hydrazine XI was obtained when heating under reflux diethyl 2-(2,5-dimethoxybenzylidene)propanedioate VII or ethyl 2-cyano-3-(2,5-dimethoxyphenyl)propenoate VIII with 99% hydrazine hydrate in ethanol. The mechanisms of these reactions were proposed.