869188-52-3

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-6-chloro-2,2-difluorobenzo[d][1,3]dioxole is used as an intermediate in the synthesis of aryl and heterocyclic carboxamide compounds. These compounds serve as therapeutic modulators of intracellular calcium, which plays a crucial role in various cellular processes, including signal transduction, muscle contraction, and cell division. By modulating intracellular calcium levels, these carboxamide compounds have the potential to treat a range of diseases and disorders associated with calcium dysregulation.

Upstream product

• 33373-00-1 5-chlorobenzo-1,3-dioxole-2-thione 
• 2138-22-9 4-chloro-1,2-benzenediol 

Relevant academic research and scientific papers

SYNTHESIS OF CRAC CHANNEL INHIBITORS

A convergent synthetic method for the production of CRAC channel inhibitors is described herein. The synthetic method provides a method for producing highly pure CRAC channel inhibitors for clinical testing.

Pyridine?BrF3, the missing link for clean fluorinations of aromatic derivatives

This work demonstrates the unique features of the never used before Py?BrF3 complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF3 is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py?BrF3 complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].

Synthesis of difluoroaryldioxoles using BrF3

A novel synthesis of different aromatic and heteroaromatic difluorodioxole derivatives has been developed. The starting materials were catechols, which, after treatment with thiophosgene, formed at 0 °C the respective thiodioxoles. The latter were reacted for a short time with commercially available bromine trifluoride, producing potentially biologically important difluoroaryldioxoles in moderate to high yields.

Process for the preparation of 5-bromo-2,2-difluorobenzo-(1,3)-dioxoles

Preparation of 5-bromo-2,2-difluoro-benzo[1,3]dioxole compounds (I) comprises reacting 2,2-difluoro-benzo[1,3]dioxole compounds (II) with bromine in the presence of at least two Friedel-Crafts catalysts, one of the catalyst being hydrogen fluoride. Preparation of 5-bromo-2,2-difluoro-benzo[1,3]dioxole compounds of formula (I) comprises reacting 2,2-difluoro-benzo[1,3]dioxole compounds of formula (II) with bromine in the presence of at least two Friedel-Crafts catalysts, one of the catalyst being hydrogen fluoride. R 1>1-4C alkyl, Br, Cl or F; and n : 0-1. [Image].

Process for preparing 5-bromo-2,2-difluorobenzo-1,3-dioxoles

The invention relates to a process for preparing 5-bromo-2,2-difluorobenzo-1,3-dioxoles and to the use thereof for preparing medicaments and crop protection agents.