化学
樟脑
苯甲酰氯
丙二腈
噻唑
乙酰氯
质子核磁共振
抗菌剂
有机化学
醋酸
醋酸酐
嘧啶
乙酰丙酮
联氨(抗抑郁剂)
立体化学
催化作用
色谱法
作者
Entesar A. Hassan,Salem E. Zayed,Al-Hassan S. Mahdy,Ahmed M. Abo-Bakr
出处
期刊:Current Organic Synthesis
[Bentham Science]
日期:2022-06-01
卷期号:19 (4): 558-568
标识
DOI:10.2174/1570179419666220104125340
摘要
A series of new pyrimidines and thiazoles containing camphor moiety were synthesized under both conventional and microwave irradiation techniques.The condensation of camphor either with aminoguanidine or thiosemicarbazide gives the camphor hydrazine carboximidiamide 2 and the camphor thiosemicarbazone 3, respectively. Refluxing of 3 with chloroacetonitrile afforded the camphor thiazol-4-imine 4. Compounds 2 and 4 were used as precursors for the synthesis of target products.The reaction of 2 with different species such as arylidene malononitrile, acetylacetone, and ethyl acetoacetate gave the corresponding camphor pyrimidine derivatives 5a,b-7 while refluxing of compound 4 with different reagents e.g. aldehydes, isatin, ninhydrin, acetic anhydride, benzene sulphonyl chloride, and p-nitro-benzoyl chloride afforded the camphor thiazole derivatives 8a-d-13, respectively.A comparison between the conventional way and the eco-friendly microwave irradiation method occurred in the synthesis of the same compounds, which the latter was more efficient. The elemental analysis, FT-IR, 1H NMR, 13C NMR, and Mass spectra confirm the structures of the obtained new compounds. The potential use of some selected derivatives as antimicrobial agents was investigated and gave promising results.
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