195383-89-2

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Bromo-N-(2,6-dimethylphenyl)benzamide is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure allows for its incorporation into a wide range of organic reactions, enhancing the diversity of pharmaceutical compounds that can be created.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-Bromo-N-(2,6-dimethylphenyl)benzamide serves as an intermediate in the production of various agrochemicals, including pesticides and herbicides. Its versatility in organic reactions enables the creation of a broad spectrum of agrochemicals to address different agricultural needs.
Used in Organic Synthesis:
2-Bromo-N-(2,6-dimethylphenyl)benzamide is utilized as a building block in organic synthesis, facilitating the creation of a variety of organic compounds. Its reactivity and structural features make it a valuable component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Bromo-N-(2,6-dimethylphenyl)benzamide is employed as a research compound to explore its potential applications and properties. Its use in research aids in the discovery of new chemical reactions and the development of novel therapeutic agents.

InChI:InChI=1/C15H14BrNO/c1-10-6-5-7-11(2)14(10)17-15(18)12-8-3-4-9-13(12)16/h3-9H,1-2H3,(H,17,18)

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 201230-82-2 carbon monoxide 
• 87-62-7 2,6-dimethylaniline 
• 88-65-3 2-bromobenzoic-acid 
• 7154-66-7 2-bromobenzoic acid chloride 

Relevant academic research and scientific papers

A palladium-catalyzed carbonylation approach to acid chloride synthesis

We describe a new approach to acid chloride synthesis via the palladium-catalyzed carbonylation of aryl iodides. The combination of sterically encumbered phosphines (PtBu3) and CO coordination has been found to facilitate the rapid carbonylation of aryl iodides into acid chlorides via reductive elimination from (tBu3P)(CO) Pd(COAr)Cl. The formation of acid chlorides can also be exploited to perform traditional aminocarbonylation reactions under exceptionally mild conditions (ambient temperature and pressure), and with a range of weakly nucleophilic substrates.

Formamide catalyzed activation of carboxylic acids-versatile and cost-efficient amidation and esterification

A novel, broadly applicable method for amide C-N and ester C-O bond formation is presented based on formylpyrrolidine (FPyr) as a Lewis base catalyst. Herein, trichlorotriazine (TCT), which is the most cost-efficient reagent for OH-group activation, was employed in amounts of ≤40 mol% with respect to the starting material (100 mol%). The new approach is distinguished by excellent cost-efficiency, waste-balance (E-factor down to 3) and scalability (up to >80 g). Moreover, high levels of functional group compatibility, which includes acid-labile acetals and silyl ethers, are demonstrated and even peptide C-N bonds can be formed. In comparison to reported amidation procedures using TCT, yields are considerably improved (for instance from 26 to 91%) and esterification is facilitated for the first time in synthetically useful yields. These significant enhancements are rationalized by activation by means of acid chlorides instead of less electrophilic acid anhydride intermediates.