Shams-Najafi Sayyed Jalal, Gholizadeh Mostafa, Ahmadpour Ali, Rostami-Charati Faramarz
Department of Chemistry, Ferdowsi University of Mashhad, Mashhad. Iran.
Department of Chemistry, Faculty of Science, Gonbad Kavous University, P.O. Box 163, Gonbad. Iran.
Comb Chem High Throughput Screen. 2017;20(4):304-309. doi: 10.2174/1386207320666170310120747.
Aims & Scope: Thiazole derivatives are produced using one-pot multicomponent reactions of acid chlorides, potassium thiocyanate, amino acids, alkyl bromides and ZnO nanorods (NR-ZnO) as the catalyst in water at ambient temperature. These reactions were no't performed without using NR-ZnO as the catalyst. Nanorods of ZnO have been prepared by reflux procedure using sodium dodecylsulfate (SDS). Nanorods of ZnO showed a considerable improvement in the yield of the product and displayed significant reusable activity.
In these reactions, all chemicals were prepared from Fluka (Buchs, Switzerland). Nanorods of ZnO were synthesized in the laboratory according to literature report. By using an electrothermal 9100 apparatus, melting points of synthesized compounds were determined. Heraeus CHN-O-Rapid analyzer was employed for elemental analyses for C, H, and N. FINNIGANMAT 8430 spectrometer operating at an ionization potential of 70 eV was used for mass spectra. Shimadzu IR-460 spectrometer was employed for IR spectra. BRUKER DRX-500 AVANCE spectrometer at 500.1 and 125.8 MHz was used for 1H, and 13C NMR spectra for solutions in CDCl3 with TMS as internal standard or 85% H3PO4 as external standard, respectively.
We describe a facile and green synthetic method for the synthesis of thiazole derivatives 5 from acid chlorides, potassium thiocyanate, alkyl bromides and amino acids using NR-ZnO- as the catalyst in water at room temperature.
In conclusion, we describe an efficient, green procedure and high yielding synthesis of thiazole derivatives using acid chlorides, potassium thiocyanate, alkyl bromides and amino acids in the presence of NR-ZnO as the catalyst in water at room temperature.
目的与范围:噻唑衍生物是在室温下于水中,以酰氯、硫氰酸钾、氨基酸、烷基溴和氧化锌纳米棒(NR-ZnO)作为催化剂,通过一锅多组分反应制备而成。若不使用NR-ZnO作为催化剂,则无法进行这些反应。氧化锌纳米棒是通过使用十二烷基硫酸钠(SDS)的回流程序制备的。氧化锌纳米棒使产物收率有显著提高,并显示出显著的可重复使用活性。
在这些反应中,所有化学品均购自Fluka(瑞士布赫)。氧化锌纳米棒是根据文献报道在实验室中合成的。使用电热9100仪器测定合成化合物的熔点。使用Heraeus CHN-O-Rapid分析仪对碳、氢和氮进行元素分析。使用在70 eV电离电位下运行的FINNIGANMAT 8430光谱仪进行质谱分析。使用岛津IR-460光谱仪进行红外光谱分析。分别以TMS作为内标或85% H3PO4作为外标,使用500.1和125.8 MHz的BRUKER DRX-500 AVANCE光谱仪对CDCl3溶液进行1H和13C NMR光谱分析。
我们描述了一种简便且绿色的合成方法,即在室温下于水中使用NR-ZnO作为催化剂,由酰氯、硫氰酸钾、烷基溴和氨基酸合成噻唑衍生物5。
总之,我们描述了一种高效、绿色的方法,即在室温下于水中,在NR-ZnO作为催化剂的存在下,使用酰氯、硫氰酸钾、烷基溴和氨基酸高产率合成噻唑衍生物。