Antar A. Abdelhamid (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Raafat A. El-Eisawy (Conceptualization Investigation Methodology Writing – review & editing) , Nawaf I. Alsenani (Funding acquisition Project administration Resources Validation) , Esam A. Alqurashi (Funding acquisition Project administration Software) , Abdulrahman A. Alsimaree (Conceptualization Funding acquisition Methodology Writing – review & editing) , Musa E. Mohamed Babiker (Investigation Methodology Supervision Validation) , Amer A. Amer (Conceptualization Data curation Investigation Methodology Resources Writing – original draft Writing – review & editing) , Faleh Z. Alqahtany (Formal analysis Funding acquisition Project administration Resources Validation Writing – review & editing) , Mohamed G. Badrey (Data curation Investigation Methodology Writing – review & editing)
{"title":"微波辅助一锅四组分设计1-丁基-4,5-双(4-氯苯基)-2-芳基- 1h -咪唑","authors":"Antar A. Abdelhamid (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Raafat A. El-Eisawy (Conceptualization Investigation Methodology Writing – review & editing) , Nawaf I. Alsenani (Funding acquisition Project administration Resources Validation) , Esam A. Alqurashi (Funding acquisition Project administration Software) , Abdulrahman A. Alsimaree (Conceptualization Funding acquisition Methodology Writing – review & editing) , Musa E. Mohamed Babiker (Investigation Methodology Supervision Validation) , Amer A. Amer (Conceptualization Data curation Investigation Methodology Resources Writing – original draft Writing – review & editing) , Faleh Z. Alqahtany (Formal analysis Funding acquisition Project administration Resources Validation Writing – review & editing) , Mohamed G. Badrey (Data curation Investigation Methodology Writing – review & editing)","doi":"10.1080/00397911.2025.2472375","DOIUrl":null,"url":null,"abstract":"<div><div>A novel series of 1-butyl-4,5-bis(<em>p</em>-chlorophenyl)-2-phenyl-1H-imidazole derivatives <strong>5–14</strong> were prepared via one-pot cyclo-condensation of aryl aldehyde derivatives, butylamine, 1,2-bis(4-chlorophenyl)-1,2-ethanedione & CH<sub>3</sub>COONH<sub>4</sub>, undergo microwave irradiation employing 4-methylbenzenesulfonic acid (PTSA) as acidic catalyst. Also, the same compounds 1,2,4,5-tetrasubstituted-1H-imidazole products <strong>5–14</strong> were designed under thermal reaction condition. By optimizing the two-reaction method, it was found that under conventional condition (reflux method), the identical products <strong>5–14</strong> were generated in good yields (68–87%) in about 10 h. While using the microwave irradiation is an effective and clean technique than the traditional thermal method and gives the same products with higher yields (71–89%) and purity in less time (7–9 min). Additionally, we find that the concentration of <em>p</em>-toluenesulfonic acid affects both the reaction time and the yield. The structures of the prepared components were approved via Infrared spectra, Nuclear Magnetic Resonance and elementals analysis.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 7","pages":"Pages 536-543"},"PeriodicalIF":1.8000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Microwave assisted, one-pot four component designing of 1-butyl-4,5-bis(4-chlorophenyl)-2-aryl-1H-imidazoles\",\"authors\":\"Antar A. Abdelhamid (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Raafat A. El-Eisawy (Conceptualization Investigation Methodology Writing – review & editing) , Nawaf I. Alsenani (Funding acquisition Project administration Resources Validation) , Esam A. Alqurashi (Funding acquisition Project administration Software) , Abdulrahman A. Alsimaree (Conceptualization Funding acquisition Methodology Writing – review & editing) , Musa E. Mohamed Babiker (Investigation Methodology Supervision Validation) , Amer A. Amer (Conceptualization Data curation Investigation Methodology Resources Writing – original draft Writing – review & editing) , Faleh Z. Alqahtany (Formal analysis Funding acquisition Project administration Resources Validation Writing – review & editing) , Mohamed G. Badrey (Data curation Investigation Methodology Writing – review & editing)\",\"doi\":\"10.1080/00397911.2025.2472375\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel series of 1-butyl-4,5-bis(<em>p</em>-chlorophenyl)-2-phenyl-1H-imidazole derivatives <strong>5–14</strong> were prepared via one-pot cyclo-condensation of aryl aldehyde derivatives, butylamine, 1,2-bis(4-chlorophenyl)-1,2-ethanedione & CH<sub>3</sub>COONH<sub>4</sub>, undergo microwave irradiation employing 4-methylbenzenesulfonic acid (PTSA) as acidic catalyst. Also, the same compounds 1,2,4,5-tetrasubstituted-1H-imidazole products <strong>5–14</strong> were designed under thermal reaction condition. By optimizing the two-reaction method, it was found that under conventional condition (reflux method), the identical products <strong>5–14</strong> were generated in good yields (68–87%) in about 10 h. While using the microwave irradiation is an effective and clean technique than the traditional thermal method and gives the same products with higher yields (71–89%) and purity in less time (7–9 min). Additionally, we find that the concentration of <em>p</em>-toluenesulfonic acid affects both the reaction time and the yield. The structures of the prepared components were approved via Infrared spectra, Nuclear Magnetic Resonance and elementals analysis.</div></div>\",\"PeriodicalId\":22119,\"journal\":{\"name\":\"Synthetic Communications\",\"volume\":\"55 7\",\"pages\":\"Pages 536-543\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2025-02-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthetic Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0039791125000244\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791125000244","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Microwave assisted, one-pot four component designing of 1-butyl-4,5-bis(4-chlorophenyl)-2-aryl-1H-imidazoles
A novel series of 1-butyl-4,5-bis(p-chlorophenyl)-2-phenyl-1H-imidazole derivatives 5–14 were prepared via one-pot cyclo-condensation of aryl aldehyde derivatives, butylamine, 1,2-bis(4-chlorophenyl)-1,2-ethanedione & CH3COONH4, undergo microwave irradiation employing 4-methylbenzenesulfonic acid (PTSA) as acidic catalyst. Also, the same compounds 1,2,4,5-tetrasubstituted-1H-imidazole products 5–14 were designed under thermal reaction condition. By optimizing the two-reaction method, it was found that under conventional condition (reflux method), the identical products 5–14 were generated in good yields (68–87%) in about 10 h. While using the microwave irradiation is an effective and clean technique than the traditional thermal method and gives the same products with higher yields (71–89%) and purity in less time (7–9 min). Additionally, we find that the concentration of p-toluenesulfonic acid affects both the reaction time and the yield. The structures of the prepared components were approved via Infrared spectra, Nuclear Magnetic Resonance and elementals analysis.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.