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合成了一系列的1-(β-芳乙基)-吡唑酮-5并研究了其某些特性和反应。由某些化学反应和光谱分析的结果可以认为,1-(β-苯乙基)-3甲基吡唑酮-5既不同于简单的3-甲基吡唑酮-5,也不同于1-苯基-3-甲基吡唑酮-5,其独立、稳定的存在形式可能为烯醇式,非为酮式。这个特有的现象说明了如将吡咯酮-5(最简者)的1位的氢原子置以相当的基团,如苯乙基等,似可能导致吡唑环的结构的改变。工作指出,使用一系列的强脱水环化剂作用于1-(β-芳乙基)吡唑酮-5,并不发生Bischler-Napiemlski 型的环化反应;而该类吡唑酮与三氯氧化磷共沸时,则发生类似Michaelis 型反应,生成相应的氯代吡唑化合物。用间接缓和的方法使1-(β-苯乙基)-3-甲基-吡唑酮-5行硝化,可得第4-位的硝基取代物(硝基吡唑酮);而应用同样的方法于1-[β-(2,3-二甲氧苯)乙基]-3-甲基-吡唑酮可得二硝基取代物。其中一个硝基代入了带两个甲氧基的苯环之上。
A series of 1- (β-arylethyl) -pyrazolone-5 were synthesized and their properties and reactions were studied. From the results of some chemical reactions and spectroscopic analyzes, 1- (β-phenylethyl) -3-methylpyrazolone-5 is considered to differ from both simple 3-methylpyrazolone-5 and 1 -phenyl-3-methylpyrazolone-5, the independent and stable form may be enol form, not keto form. This peculiar phenomenon shows that placing a hydrogen atom at position 1 of pyrrolo-5 (the simplest) to an equivalent group such as phenethyl and the like may possibly lead to a change in the structure of the pyrazole ring. It has been pointed out that the Bischler-Napiemlski-type cyclization does not occur using a series of strong dehydration cyclisers on 1- (β-arylethyl) pyrazolone-5; however, When phosphorus oxide is azeotrope, a Michaelis-like reaction takes place to form the corresponding chloropyrazole compound. Nitration of 1- (β-phenethyl) -3-methyl-pyrazolone-5 by indirect mitigation provided the nitro substituent at position 4 (nitropyrazolone) The same procedure gives dinitro substituents on 1- [β- (2,3-dimethoxybenzene) ethyl] -3-methyl-pyrazolone. One of the nitro groups is substituted for a benzene ring with two methoxy groups.