N-Alkylation Of 6,6’-Dibromoisoindigo via Tosylate: An Economical Pathway

This paper introduces a substantial and price reasonable pathway to N-alkylate the 6,6’- dibromoisoindigo. The conventional method for this N-alkylation involves the usage of alkyl bromides, which are available in the commercial with high-priced and limited amount. In this research, the price to pur...

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Bibliographic Details
Main Authors: Mohd Sani Sarjadi, Tan, Shu Er, Wong, Xin Lin, Md Lutfor Rahman
Format: Article
Language:en
Published: 2018
Subjects:
Online Access:https://eprints.ums.edu.my/id/eprint/24098/1/N-Alkylation%20Of%206%2C6%E2%80%99-Dibromoisoindigo%20via%20Tosylate%20An%20Economical%20Pathway.pdf
https://eprints.ums.edu.my/id/eprint/24098/
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Summary:This paper introduces a substantial and price reasonable pathway to N-alkylate the 6,6’- dibromoisoindigo. The conventional method for this N-alkylation involves the usage of alkyl bromides, which are available in the commercial with high-priced and limited amount. In this research, the price to purchase 7-(bromomethyl) pentadecane is four-fold than the cost to synthesize the relevant tosylate from 2-hexyl-1-decanol. The most suitable reaction condition to N-alkylate this 6,6’-dibromoisoindigo is by refluxing it with potassium carbonate in dried DMF under nitrogen atmosphere. After characterization, it can be concluded that 6,6’-dibromoisoindigo has been successfully N-alkylated with tosylate without involved the expensive alkyl bromide.