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HERO ID
3109384
Reference Type
Journal Article
Title
Synthesis of Benzimidazoles from Amino Acids with Solvent-free Melting Method
Author(s)
Chen, RenH; Xiong, JinF; Peng, Pai; Mo, GZ; Tang, XSan; Wang, ZY; Wang, XiuF
Year
2014
Is Peer Reviewed?
Yes
Journal
Asian Journal of Chemistry
ISSN:
0970-7077
EISSN:
0975-427X
Volume
26
Issue
3
Page Numbers
926-932
Web of Science Id
WOS:000332688200068
Abstract
By using low cost and readily available amino acids as the synthetic blocks, a series of 2-aminomethyl-benzimidazole are synthesized with solvent-free melting method. While the condensation of aspartic acid (or asparagine) with o-diaminobenzene gives the fluorescent bisbenzimidazole product without amino group via the further deamination reaction in the melting reaction system. The condensation reactions between most amino acids and o-diaminobenzenes exhibits higher yields of 58 to 86 % (mostly over 66 %), shorter reaction time (5 h) than that previously reported and better tolerance for different functional groups in amino acids. The structures of twenty benzimidazoles with multifunctional groups, including thirteen new compounds, are systematically characterized with FTIR, H-1 NMR, C-13 NMR, MS and elemental analysis. These investigations are beneficial to the further researches on their applications in biochemistry, coordination chemistry and organic synthesis intermediates.
Keywords
Benzimidazole; Synthesis; Amino acid; Solvent-free melting method; Condensation
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