Metal-Induced Cyclization of Thiosemicarbazones Derived from -Keto Amides and 详细信息    查看全文

• 作者：José ; S. Casas ; Marí ; a V. Casta&ntilde ; o ; Eduardo E. Castellano ; Javier Ellena ; Marí ; a S. Garcí ; a-Tasende ; Á ; ngeles Gato ; Agustí ; n Sá ; nchez ; Luisa M. Sanju&aa
• 刊名：Inorganic Chemistry
• 出版年：2002
• 出版时间：March 25, 2002
• 年：2002
• 卷：41
• 期：6
• 页码：1550 - 1557
• 全文大小：102K
• 年卷期：v.41,no.6(March 25, 2002)
• ISSN：1520-510X

文摘

The reactions of Zn(OAc)₂ with acetoacetanilide, methyl acetoacetate, o-acetoacetanisidide, and ethyl 2-methylacetoacetate thiosemicarbazones (HTSC¹, HTSC², HTSC³, and HTSC⁴, respectively) were explored in methanol.With HTSC¹, HTSC², and HTSC³, following isolation of the corresponding zinc(II) thiosemicarbazonates [Zn(TSC^x)₂](x = 1, 2, 3), the mother liquors afforded pyrazolonate complexes [ZnL¹₂(H₂O)] (HL¹ = 2,5-dihydro-3-methyl-5-oxo-1H-pyrazole-1-carbothioamide) that had been formed by cyclization of the corresponding TSC^-. The reactionof HTSC⁴ with zinc(II) acetate gave only the pyrazolonate complex [ZnL²₂(H₂O)] (HL² = 2,5-dihydro-3,4-dimethyl-5-oxo-1H-pyrazole-1-carbothioamide). All compounds were studied by IR and NMR spectroscopy, and HTSC³,[Zn(TSC³)₂]·DMSO, [ZnL¹₂(H₂O)]·2DMSO, and [ZnL²₂(H₂O)]·2DMSO were also studied by X-ray diffractometry,giving a thorough picture of the cyclization process. In preliminary tests of the effects of HL¹ and [ZnL¹₂(H₂O)] onrat paw inflammatory edema induced by carrageenan, HL¹ showed antiinflammatory activity.