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Sumrit Wacharasindhu. NaI mediated synthesis of 2-aminobenzimidazoles from o-phenylenediamines via electrochemical method. (). King Mongkut's University of Technology North Bangkok. Central Library. : , 2023.
NaI mediated synthesis of 2-aminobenzimidazoles from o-phenylenediamines via electrochemical method
Name: Neuyen, Khuyen Thu
Organization :
Chulalongkorn University. Faculty of Science
Name: Nguyen Thanh, Thao Huynh
Organization :
Chulalongkorn University. Faculty of Science
Name: Sumrit Wacharasindhu
Organization :
Chulalongkorn University. Faculty of Science
Email :
sumrit.w@chula.ac.th
keyword:
Electrochemical synthesis
LCSH:
Benzimidazoles
LCSH:
Sodium iodide
LCSH:
Electrocatalysis
Abstract:
2-Aminobenzimidazoles are one of the important pharmacophores in medicinal chemistry providing
diverse biological activities. The typical synthetic methods of 2-aminobenzimidazoles suffer from using
stoichiometric amounts of oxidant or metal-containing reagents in toxic organic solvents with high reaction
temperatures. To solve the problem, we developed an alternative method in the synthesis of 2-
aminobenzimidazoles using an electrochemical reaction. In this study, N-tosyl o-phenylenediamine and
phenyl isothiocyanate were selected as a substrate model to generate 2-aminobenzimidazole under
electrochemical conditions. A panel of parameters such as the ratio of reactants, solvents, electrodes, electrical
currents, supporting electrolytes were screened to determine the optimal conditions. Using 0.5 equiv. of NaI
as mediator/electrolyte, platinum as both electrodes, 15mA as constant current in undivided cell at room
temperature provided the target 2-aminobenzimidazole in 93% yield. The optimal conditions were further
applied on 4-chlorophenyI isothiocyanate and N-Boc o-phenylenediamine which furnished the corresponding
products in 93% and 59% vields, respectively.
King Mongkut's University of Technology North Bangkok. Central Library
Address:
BANGKOK
Email:
library@kmutnb.ac.th
Created:
2023
Modified:
2023-06-30
Issued:
2023-06-30
บทความ/Article
application/pdf
BibliograpyCitation :
In Mae Fah Luang University. School of Science. The Pure and Applied Chemistry International Conference 2023 (PACCON 2023) (pp.759-763). Chiang Rai : Mae Fah Luang University
eng
©copyrights King Mongkut's University of Technology North Bangkok
RightsAccess:
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0.037823 วินาที
Neuyen, Khuyen Thu
| Title | Contributor | Type |
|---|---|---|
| NaI mediated synthesis of 2-aminobenzimidazoles from o-phenylenediamines via electrochemical method
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Neuyen, Khuyen Thu;Nguyen Thanh, Thao Huynh;Sumrit Wacharasindhu | บทความ/Article |
Nguyen Thanh, Thao Huynh
| Title | Contributor | Type |
|---|---|---|
| NaI mediated synthesis of 2-aminobenzimidazoles from o-phenylenediamines via electrochemical method
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Neuyen, Khuyen Thu;Nguyen Thanh, Thao Huynh;Sumrit Wacharasindhu | บทความ/Article |
Sumrit Wacharasindhu
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|---|---|---|
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| Colorimetric petroleum marker azo dyes from hydrogenated cardanol
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มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Trin Saetan;Chutiparn Lertvachirapaiboon;Sanong Ekgasit;Mongkol Sukwattanasinitt;Sumrit Wacharasindhu | บทความ/Article | |
| NaI mediated synthesis of 2-aminobenzimidazoles from o-phenylenediamines via electrochemical method
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Neuyen, Khuyen Thu;Nguyen Thanh, Thao Huynh;Sumrit Wacharasindhu | บทความ/Article |