Reaction of Ketene Dithioacetals with Pyrazolylcarbohydrazide: Synthesis and Biological Activities of Ethyl 5-Amino-1-(5′-methyl-1′-t-butyl-4′-pyrazolyl)carbonyl-3-methylthio-1H-pyrazole-4-carboxylate

LI Ming; WEN Li-Rong; FU Wei-Jun; ZHAO Gui-Long; HU Fang-Zhong; YANG Hua-Zhen

首页> 外文期刊>Chinese Journal of Chemistry >Reaction of Ketene Dithioacetals with Pyrazolylcarbohydrazide: Synthesis and Biological Activities of Ethyl 5-Amino-1-(5′-methyl-1′-t-butyl-4′-pyrazolyl)carbonyl-3-methylthio-1H-pyrazole-4-carboxylate

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Reaction of Ketene Dithioacetals with Pyrazolylcarbohydrazide: Synthesis and Biological Activities of Ethyl 5-Amino-1-(5′-methyl-1′-t-butyl-4′-pyrazolyl)carbonyl-3-methylthio-1H-pyrazole-4-carboxylate

机译：乙二硫缩醛与吡唑基碳酰肼的反应：5-氨基-1-（5'-甲基-1'-叔丁基-4'-吡唑基）羰基-3-甲硫基-1H-吡唑-4-羧酸乙酯的合成及生物活性

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The title compound, C_(16)H_(23)N_5O_3S, ethyl 5-amino-1-(5′-methyl-1′-t-butyl-4′-pyrazolyl)carbonyl-3-methylthio-1H-pyrazole-4-carboxylate (5) has been synthesized by the treatment of ethyl 2-cyano-3,3-dimethylthioacrylate with 1-t-butyl-5-methyl-4-hydrazinocarbonylpyrazole (4) in refluxed ethanol. The possible mechanism of the above reaction was also discussed. The results of biological test show that the title compound has fungicidal and plant growth regulation activities.

机译：标题化合物C_（16）H_（23）N_5O_3S，乙基5-氨基-1-（5'-甲基-1'-叔丁基-4'-吡唑基）羰基-3-甲硫基-1H-吡唑-4通过在回流的乙醇中用1-叔丁基-5-甲基-4-肼基羰基吡唑（4）处理2-氰基-3,3-二甲基硫代丙烯酸乙酯乙酯，合成了-羧酸盐（5）。还讨论了上述反应的可能机理。生物学测试结果表明标题化合物具有杀真菌和植物生长调节活性。

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来源
《Chinese Journal of Chemistry》 |2004年第9期|p.1064-1066|共3页
作者
LI Ming; WEN Li-Rong; FU Wei-Jun; ZHAO Gui-Long; HU Fang-Zhong; YANG Hua-Zhen;
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作者单位

College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, Shandong 266042, China;

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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
pyrazole; ethyl 2-cyano-3; 3-dimethylthioacrylate; reaction mechanism; biological activity;

机译：吡唑;2-氰基乙基-3;3-二甲基硫代丙烯酸酯;反应机理;生物活性;

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专利

1. Reaction of Ketene Dithioacetals with Pyrazolylcarbohydrazide:Synthesis and Biological Activities of Ethyl 5-Amino-1-(5'-methyl-1'-t-butyl-4'-pyrazolyl)carbonyl-3-methylthio-1H-pyrazole-4-carboxylate [J] . LI Ming李明, WEN Li-Rong文丽荣, FU Wei-Jun付维军, 中国化学（英文版） . 2004,第009期

机译：乙二硫缩醛与吡唑基碳酰肼的反应：5-氨基-1-（5'-甲基-1'-叔丁基-4'-吡唑基）羰基-3-甲硫基-1H-吡唑-4-羧酸乙酯的合成和生物活性
2. Synthesis and Crystal Structure of Ethyl 5-Amino-1-[(5'-methyl-1'- t-butyl-4'-pyrazolyl)carbonyl]-3- methylthio-1H-pyrazole-4-carboxylate [J] . LI Ming, WEN Li-Rong, ZHAO Gui-Long, Chinese Journal of Structural Chemistry . 2005,第1期

机译：5-氨基-1-[（（5'-甲基-1'-叔丁基-4'-吡唑基）羰基]乙基] -3-甲硫基-1H-吡唑-4-羧酸乙酯的合成及晶体结构
3. Heteroaromatization with ketene dithioacetals: Part I. Synthesis of some novel 5-amino-1-(1,3,4-thiadiazol-2-yl) and 1-(1,3,4-thiadiazin-2-yl)pyrazole-4-carbonitriles [J] . Hassan SM., Abdelall MM., Emam HA. Journal of Chemical Research. Synopses . 2000,第12期

机译：乙烯酮二硫缩醛的芳香芳香化：第一部分。一些新颖的5-氨基-1-（1,3,4-噻二唑-2-基）和1-（1,3,4-噻二嗪-2-基）吡唑-4的合成-腈
4. Cycloaddtion Reaction of Ketene dithioacetal [C] . Chwang Siek Pak Proceedings of the First China-Korea symposium on organic chemistry . 2001

机译：丁烯二硫缩醛的环加成反应
5. I. Syntheses of E- and Z-volkendousin. II. Oxidative cyclization of unsaturated ketene dithioacetals with ceric ammonium nitrate to form bicyclic lactones. III. Synthesis of pyrinodemins A and B; assignment of the double bond position of pyrinodemin A. IV. Formal synthesis of guanacastepene A [D] . Shi, Bo 2003

机译：I.E-和Z-Volkendousin的合成。二。不饱和烯酮二硫缩醛与硝酸铈铵的氧化环化反应，形成双环内酯。三，嘧啶A和B的合成；嘧啶A的双键位置的分配。胍基丁烯A的形式合成
6. Metal-Free Vinyl C–H Sulfenylation/Alkyl Thiolationof Ketene Dithioacetals for the Synthesis of Polythiolated Alkenes [O] . Leiling Deng, Yunyun Liu, * 2018

机译：无金属的乙烯基C–H亚磺酰基化/烷基硫醇化烯二硫缩醛用于多硫醇化烯烃的合成
7. Synthesis and Properties ofo-Thioquinone Methides Having Ketene Aminal, Ketene Acetal, Ketene Monothioacetal, or Ketene Dithioacetal Group [O] . Kyung-Tae Kang, Renji Okazaki, Naoki Inamoto 1979

机译：具有酮氨基，酮缩醛，酮酮，酮单缩醛或酮二缩醛基团的硫代醌甲基氨基喹啉的合成与性质

Reaction of Ketene Dithioacetals with Pyrazolylcarbohydrazide: Synthesis and Biological Activities of Ethyl 5-Amino-1-(5′-methyl-1′-t-butyl-4′-pyrazolyl)carbonyl-3-methylthio-1H-pyrazole-4-carboxylate

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