本文選題：一鍋法 + 吡唑衍生物　； 參考：《湖北工業(yè)大學(xué)》2017年碩士論文

【摘要】：吡唑類化合物具有良好的生物活性,被廣泛的應(yīng)用于農(nóng)藥和醫(yī)藥領(lǐng)域。因此,合成具有多樣性取代基的吡唑類化合物,對(duì)農(nóng)藥和醫(yī)藥的創(chuàng)制有非常重大意義。為了探索具有較好的生物活性的吡唑類農(nóng)藥,本文總結(jié)了吡唑類化合物在農(nóng)藥和醫(yī)藥領(lǐng)域中的應(yīng)用進(jìn)展和目前比較成熟的合成工藝方法。近些年發(fā)展起來的“一鍋合成法”逐漸成為熱門的綠色簡(jiǎn)便的新型有機(jī)合成方法,具有操作簡(jiǎn)便,產(chǎn)率高等特點(diǎn)。本論文將“一鍋分步加料”法與傳統(tǒng)的吡唑合成方法相結(jié)合,首先用強(qiáng)堿將含α-H的酮轉(zhuǎn)化為烯醇化中間體,再加入酰氯與之反應(yīng)生成1,3-二羰基化合物中間體,最后加入水合肼與1,3-二羰基化合物發(fā)生環(huán)縮合反應(yīng)合成一系列5-芳基-1H吡唑衍生物。實(shí)驗(yàn)中,探索了每一步反應(yīng)條件,包括溶劑類型、堿及其用量、反應(yīng)溫度、反應(yīng)時(shí)間、反應(yīng)底物摩爾配比等,并對(duì)反應(yīng)條件進(jìn)行優(yōu)化,同時(shí)對(duì)反應(yīng)底物進(jìn)行拓展,最終獲得了一系列吡唑衍生物。所合成的18個(gè)新型吡唑化合物都經(jīng)過了IR,1H NMR,GC-MS進(jìn)行結(jié)構(gòu)表征,并且對(duì)波譜數(shù)據(jù)都進(jìn)行了分析,部分化合物還通過單晶衍射對(duì)晶體結(jié)構(gòu)進(jìn)行了表征。論文對(duì)合成的18個(gè)5-芳基-1H-吡唑化合物進(jìn)行了殺蟲、除草和殺菌活性的測(cè)試。實(shí)驗(yàn)結(jié)果表明,吡唑環(huán)5-位芳基上含有甲氧基的化合物5c~5j、5n-5o對(duì)浮萍、小白菜和狗芽根表現(xiàn)出一定的抑制活性,化合物5c~5e、5g~5h、5j、5n~5o表現(xiàn)出一定的殺菌活性�；衔�5h對(duì)單子葉禾木科雜草狗芽根的抑制率達(dá)66.6%,同時(shí)5h對(duì)小麥赤霉菌的抑制活性達(dá)到51.9%,具有深入研究?jī)r(jià)值和應(yīng)用前景。
[Abstract]:Pyrazole compounds have good biological activity and are widely used in pesticide and medicine fields. Therefore, the synthesis of pyrazole compounds with various substituents is of great significance to the creation of pesticides and medicines. In order to explore pyrazole pesticides with good biological activity, the application of pyrazole compounds in the field of pesticides and medicine and the mature synthetic methods are summarized in this paper. The "one pot synthesis method" developed in recent years has gradually become a popular green and simple new organic synthesis method with the characteristics of simple operation and high yield. In this paper, the "one-pot step feeding" method was combined with the traditional method of pyrazole synthesis. Firstly, 偽 -H containing ketones were converted into enalcoholated intermediates with strong base, and then acyl chloride was added to the intermediates to form 1o 3-dicarbonyl compounds. Finally, a series of 5-aryl -1H pyrazole derivatives were synthesized by cyclic condensation of hydrazine hydrate with 1 ~ (3) -dicarbonyl compound. In the experiment, the reaction conditions, including solvent type, alkali and its dosage, reaction temperature, reaction time, molar ratio of substrate and so on, were explored, and the reaction conditions were optimized and the reaction substrate was expanded. Finally, a series of pyrazole derivatives were obtained. All of the 18 new pyrazole compounds were characterized by IR 1H NMR-GC-MS and the spectral data were analyzed. Some of the compounds were characterized by single crystal diffraction. The insecticidal, herbicidal and fungicidal activities of 18 5-aryl-1 H-pyrazole compounds were tested. The results showed that the compounds containing methoxy group on the 5-position of pyrazole ring showed certain inhibitory activity on duckweed, pakchoi and dog bud roots, and the compounds 5c5e5e5e5g ~ 5h ~ (5) J ~ (5) J ~ (5) N ~ (5) o showed certain fungicidal activity to the duckweed, pakchoi and dog bud roots. The inhibition rate of the compound on the root of the dog bud of the monocotyledonous grasses reached 66.6 for 5 h, while the inhibitory activity against gibberelly reached 51.9 for 5 h. It has the value of further study and the prospect of application.
【學(xué)位授予單位】：湖北工業(yè)大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O626

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本文編號(hào)：1904870