echemi logo
Product
  • Product
  • Supplier
  • Inquiry
    Home > Medical News > Medical World News > The Synthetic Routes of 2-Bromo-3-chlorothiophene

    The Synthetic Routes of 2-Bromo-3-chlorothiophene

    • Last Update: 2023-05-08
    • Source: Internet
    • Author: User
    Search more information of high quality chemicals, good prices and reliable suppliers, visit www.echemi.com

    2-Bromo-3-chlorothiophene is a commonly used organic compound in the chemical industry, and it can be synthesized through several different routes.
    The selection of the synthetic route depends on various factors, such as the availability of starting materials, the desired yield, and the cost of the process.
    In this article, we will discuss the three most commonly used synthetic routes for 2-bromo-3-chlorothiophene.


    Route 1: via Bromination of 2-Chlorothiophene


    The first synthetic route for 2-bromo-3-chlorothiophene involves the bromination of 2-chlorothiophene.
    The reaction is carried out in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride, and a polar solvent, such as carbon tetrachloride or 1,2-dichloroethane.
    The reaction proceeds through the following steps:


    1. Deprotonation of 2-chlorothiophene by the Lewis acid catalyst to form a radically stabilized intermediate.
    2. Attack of the bromine molecule on the intermediate, leading to the formation of a bromonium ion intermediate.
    3. Protonation of the bromonium ion by the solvent to form 2-bromo-3-chlorothiophene.

    The yield of the reaction can be improved by using a larger amount of Lewis acid catalyst and by increasing the reaction temperature.
    However, the use of Lewis acid catalysts can be hazardous, and the reaction may produce large amounts of hazardous waste.


    Route 2: via Chlorination of 2-Bromothiophene


    The second synthetic route for 2-bromo-3-chlorothiophene involves the chlorination of 2-bromothiophene.
    The reaction is carried out in the presence of a chlorinating agent, such as thionyl chloride or phosphorus trichloride, and a polar solvent, such as carbon tetrachloride or 1,2-dichloroethane.
    The reaction proceeds through the following steps:


    1. Deprotonation of 2-bromothiophene by the chlorinating agent to form a radically stabilized intermediate.
    2. Attack of chlorine molecules on the intermediate, leading to the formation of a chloronium ion intermediate.
    3. Protonation of the chloronium ion by the solvent to form 2-bromo-3-chlorothiophene.

    The yield of the reaction can be improved by using a larger amount of chlorinating agent and by increasing the reaction temperature.
    However, the use of chlorinating agents can be hazardous, and the reaction may produce large amounts of hazardous waste.


    Route 3: via Reduction of 3-Chlorothiophene-2-carboxaldehyde


    The third synthetic route for 2-bromo-3-chlorothiophene involves the reduction of 3-chlorothiophene-2-carboxaldehyde.
    The reaction is carried out in the presence of a reducing agent, such as lithium aluminum hydride or hydrogen in the presence of a catalyst, such as palladium on barium sulfate.
    The reaction proceeds through the following steps:


    1. Deprotonation of 3-chlorothiophene-2-carboxaldehyde by the reducing agent to form a radically stabilized intermediate.
    2. Reduction of the intermediate by the reducing agent, leading to the formation of 2-bromo-3-chlorothiophene.

    The yield of the reaction can be improved by using a larger amount of reducing agent and by increasing


    This article is an English version of an article which is originally in the Chinese language on echemi.com and is provided for information purposes only. This website makes no representation or warranty of any kind, either expressed or implied, as to the accuracy, completeness ownership or reliability of the article or any translations thereof. If you have any concerns or complaints relating to the article, please send an email, providing a detailed description of the concern or complaint, to service@echemi.com. A staff member will contact you within 5 working days. Once verified, infringing content will be removed immediately.

    Contact Us

    The source of this page with content of products and services is from Internet, which doesn't represent ECHEMI's opinion. If you have any queries, please write to service@echemi.com. It will be replied within 5 days.

    Moreover, if you find any instances of plagiarism from the page, please send email to service@echemi.com with relevant evidence.