Croatica Chemica Acta, Vol. 89 No. 1, 2016.
Original scientific paper
https://doi.org/10.5562/cca2582
Clean and Green Synthesis of New Benzothiazole Derivatives via Electrochemical Oxidation of Catechol Derivatives
Mansour Arab Chamjangali
; College of Chemistry, Shahrood University of Technology, Shahrood, P.O. Box 36155-316, Iran
Hassan Daneshinejad
; College of Chemistry, Shahrood University of Technology, Shahrood, P.O. Box 36155-316, Iran
Mohammad Bakherad
; College of Chemistry, Shahrood University of Technology, Shahrood, P.O. Box 36155-316, Iran
Mohsen Ameri
; College of Chemistry, Shahrood University of Technology, Shahrood, P.O. Box 36155-316, Iran
Abstract
Electrochemical oxidation of the catechols 1a and 1b is studied in the presence of 6-methyl-2-thouracil (3b) and 6-propyl-2-thiouracil (3a) as nucleophiles in a phosphate buffer (0.15 mol L−1, pH = 6.8)/DMF (95:5) solution using cyclic voltammetry and controlled-potential coulometry. The results obtained indicate that the quinones derived from the catechols participate in 1,4-Michael-addition reactions with the nucleophiles to form the corresponding new benzothiazole compounds. In this work, we derive a variety of products with good yields using controlled potential at graphite electrodes in an undivided cell.
This work is licensed under a Creative Commons Attribution 4.0 International License.
Keywords
catechol; thiouracil; 1,4-Michael addition; controlled potential
Hrčak ID:
159413
URI
Publication date:
20.6.2016.
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