Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives
In this study, we developed a series of novel dibenzimidazole derivatives (5a–l) through a successful synthesis process. The procedure began with the coupling of N-methylbenzene-1,2-diamine (1) and carboxylic acid (2) using EDC·HCl and DMAP as a catalyst in an appropriate solvent. The resulting comp...
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| Format: | Article |
| Language: | English |
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Elsevier
2025-01-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715624006337 |
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| author | Arjun Bodkhe Dattatraya Pansare Dnyaneshwar Karpe Vilas Sudrik Manohar Suryawanshi Rahul Shinde Shamrao Lawande |
| author_facet | Arjun Bodkhe Dattatraya Pansare Dnyaneshwar Karpe Vilas Sudrik Manohar Suryawanshi Rahul Shinde Shamrao Lawande |
| author_sort | Arjun Bodkhe |
| collection | DOAJ |
| description | In this study, we developed a series of novel dibenzimidazole derivatives (5a–l) through a successful synthesis process. The procedure began with the coupling of N-methylbenzene-1,2-diamine (1) and carboxylic acid (2) using EDC·HCl and DMAP as a catalyst in an appropriate solvent. The resulting compound was then subjected to cyclization in acetic acid at 100–110 °C. The intermediate dibenzimidazole derivatives (3) were further reacted with a variety of aromatic benzyl bromides or chlorides with different substituents (4) in the presence of potassium carbonate and acetonitrile at room temperature. This conventional approach resulted in the efficient production of the target compounds with high yields in a short reaction time. The synthesis method is both environmentally friendly and cost-effective. The newly synthesized benzimidazole derivatives were characterized using advanced spectral techniques. |
| format | Article |
| id | doaj-art-4bf6df341d9646e984ab49cd2c5c01ac |
| institution | Kabale University |
| issn | 2211-7156 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj-art-4bf6df341d9646e984ab49cd2c5c01ac2025-01-29T05:00:37ZengElsevierResults in Chemistry2211-71562025-01-0113101937Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivativesArjun Bodkhe0Dattatraya Pansare1Dnyaneshwar Karpe2Vilas Sudrik3Manohar Suryawanshi4Rahul Shinde5Shamrao Lawande6Department of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda 413701, Maharashtra, IndiaDepartment of Chemistry, Deogiri College Chhatrapati Sambhajinagar, 431005 Maharashtra, India; Corresponding authors.Department of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda 413701, Maharashtra, IndiaDepartment of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda 413701, Maharashtra, IndiaDepartment of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda 413701, Maharashtra, IndiaDepartment of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda 413701, Maharashtra, IndiaDepartment of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda 413701, Maharashtra, India; Corresponding authors.In this study, we developed a series of novel dibenzimidazole derivatives (5a–l) through a successful synthesis process. The procedure began with the coupling of N-methylbenzene-1,2-diamine (1) and carboxylic acid (2) using EDC·HCl and DMAP as a catalyst in an appropriate solvent. The resulting compound was then subjected to cyclization in acetic acid at 100–110 °C. The intermediate dibenzimidazole derivatives (3) were further reacted with a variety of aromatic benzyl bromides or chlorides with different substituents (4) in the presence of potassium carbonate and acetonitrile at room temperature. This conventional approach resulted in the efficient production of the target compounds with high yields in a short reaction time. The synthesis method is both environmentally friendly and cost-effective. The newly synthesized benzimidazole derivatives were characterized using advanced spectral techniques.http://www.sciencedirect.com/science/article/pii/S2211715624006337N-Benzyl substituted di-benzimidazoleEDC.HCl-DMAP |
| spellingShingle | Arjun Bodkhe Dattatraya Pansare Dnyaneshwar Karpe Vilas Sudrik Manohar Suryawanshi Rahul Shinde Shamrao Lawande Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives Results in Chemistry N-Benzyl substituted di-benzimidazole EDC.HCl-DMAP |
| title | Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives |
| title_full | Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives |
| title_fullStr | Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives |
| title_full_unstemmed | Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives |
| title_short | Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives |
| title_sort | development of a novel and efficient method for synthesizing n benzyl substituted di benzimidazole derivatives |
| topic | N-Benzyl substituted di-benzimidazole EDC.HCl-DMAP |
| url | http://www.sciencedirect.com/science/article/pii/S2211715624006337 |
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