50638-51-2

Usage

Uses

Used in Pharmaceutical Industry:
4-BROMO-2-CHLORO-N,N-DIMETHYLANILINE serves as a crucial intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
In the agrochemical sector, 4-BROMO-2-CHLORO-N,N-DIMETHYLANILINE is utilized as an intermediate for the production of agrochemicals. Its involvement in the synthesis of these compounds helps address challenges in agriculture, such as pest control and crop protection, thereby supporting food security and sustainable farming practices.
Used in Dye Industry:
4-BROMO-2-CHLORO-N,N-DIMETHYLANILINE is also employed as an intermediate in the dye industry. Its chemical properties make it suitable for the creation of dyes with specific color characteristics and stability, which are essential for various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a reagent in organic synthesis, 4-BROMO-2-CHLORO-N,N-DIMETHYLANILINE plays a vital role in the preparation of other important chemical compounds. Its versatility in chemical reactions enables the synthesis of a wide range of products, further expanding the scope of its applications across different industries.
Used in Production of Other Chemical Compounds:
4-BROMO-2-CHLORO-N,N-DIMETHYLANILINE acts as a precursor for the production of other significant chemical compounds. Its involvement in the synthesis process is essential for creating new materials with unique properties, which can be applied in various fields, such as materials science, chemical research, and industrial processes.

Upstream product

• 586-77-6 4-bromo-N,N-dimethylaniline 
• 38762-41-3 2-chloro-4-bromoaniline 
• 74-88-4 methyl iodide 

Downstream Products

• 50638-47-6 4-bromo-2-chloro-1-methoxybenzene 

Relevant academic research and scientific papers

In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes

Efficient metal-free methods for the electrophilic chlorination of arenes using PIFA and simple chlorine sources are reported. The in situ formation of PhI(Cl)OCOCF3 from PIFA and KCl is proposed, which resulted in a chlorinating species for moderately activated arenes. Moreover, the in situ formation of PhICl2 from PIFA and TMSCl resulted in an excellent approach for the chlorination of a great variety of arenes (20 examples) in high yields, even when working on a multigram scale.

Novel terphenyls as selective cyclooxygenase-2 inhibitors and orally active anti-inflammatory agents

A novel series of terphenyl methyl sulfones and sulfonamides have been shown to be highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. The sulfonamide analogs 17 and 21 were found to be much more potent COX-2 inhibitors and orally active anti-inflammatory agents than the corresponding methyl sulfone analogs 16 and 20, respectively, albeit with some decrease in COX-2 selectivity. Structure-activity relationship studies have determined that incorporation of two fluorine atoms in the central phenyl group, as in 20 and 21, is extremely advantageous for both in vitro COX-2 potency and selectivity as well as in vivo activity. Several noticeable examples in the 1,2-diaryl-4,5-difluorobenzenesulfonamide series are 21a-c,k,l,n (COX-2, IC50 = 0.002-0.004 μM), in which all have in vitro COX-1/COX-2 selectivity > 1000. In addition, sulfonamides 21a,b,d,g,j,m,n,q were shown to have greatly enhanced oral activity with more than 90% inhibition of prostaglandin E2 production in the air pouch model of inflammation. Furthermore, sulfonamide 21b was found to be very active in the rat adjuvant-induced arthritis model (ED50 = 0.05 mg/kg) and carrageenan-induced hyperalgesia assay (ED50 = 38.7 mg/kg) with no indication of gastrointestinal toxicity in rats at doses as high as 200 mg/kg.

The Chlorination of Some N,N-Dimethylanilines with 1,3,5-Trichloro-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione (Trichloroisocyanuric Acid)

The reaction of some representative N,N-dimethylanilines and of Fischer's base (1,3,3-trimethyl-2-methyleneindoline) with trichloroisocyanuric acid in concetrated sulfuric acid has been investigated.In many cases mixtures of chlorinated products were obtained; these mixtures were examined both by gas-liquid chromatography and by proton magnetic resonance spectroscopy.The reaction of N,N-dimethylaniline with dichloroisocyanuric acid was also studied.A feature of these chlorinations is the marked tendency for substitution to occur ortho to the dimethylamino group.This behaviour therefore differs from that reported for the corresponding brominations involving dibromoisocyanuric acid, where meta-substitution was observed.