603-78-1

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dibromobenzoic acid is used as a key intermediate in the synthesis of acylhydrazone-based inhibitors of fungal sphingolipid synthesis. These inhibitors are being developed as next-generation antifungal agents, offering new treatment options for combating fungal infections.
In the synthesis process, 2,3-dibromobenzoic acid serves as a starting material, which can be further modified and combined with other chemical entities to create novel antifungal compounds. These compounds target the fungal sphingolipid synthesis pathway, which is essential for the growth and survival of fungi. By inhibiting this pathway, the acylhydrazone-based inhibitors can effectively control and eliminate fungal infections, providing a promising alternative to existing antifungal drugs.

Upstream product

• 552-16-9 ortho-nitrobenzoic acid 
• 5411-50-7 3,4-dibromonitrobenzene 
• 151-50-8 potassium cyanide 
• 20776-51-6 2-amino-3-bromo benzoic acid 
• 61563-25-5 2,3-dibromotoluene 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 585-76-2 m-bromobenzoic acid 
• 124-38-9 carbon dioxide 
• 608-21-9 1,2,3-tribromobenzene 
• 96237-90-0 2-bromo-3-methylaniline hydrobromide 
• 586-78-7 para-nitrophenyl bromide 
• 73557-64-9 2,3-dibromo-5-nitro-toluene 
• 74586-53-1 3-bromo-5-methylaniline 

Downstream Products

• 96237-92-2 2,3-dibromobenzoyl chloride 
• 56961-27-4 3-bromo-2-chloro-benzoic acid 
• 4551-63-7 2,3-dideuterio-benzoic acid 
• 124-38-9 carbon dioxide 
• 583-53-9 2,3-dibromobenzene 
• 937716-80-8 2-phenyl-7-bromobenzo[b]furan 

Relevant academic research and scientific papers

Regioselective halogen-metal exchange reaction of 3-substituted 1,2-dibromo arenes: The synthesis of 2-substituted 5-bromobenzoic acids

Regioselective halogen-metal exchange reactions using isopropylmagnesium chloride were carried out on 3-substituted 1,2-dibromo arenes. Eleven examples are given. Georg Thieme Verlag Stuttgart.

Halogen-metal exchange of 3-substituted 1,2-dibromoarenes: The use of long-range JCH coupling constants to determine regiochemistry

Regioselective halogen/metal exchange reactions were carried out on a series of 3-substituted-1,2-dibromoarenes. Product mixtures were quenched with CO2 to form the corresponding benzoic acid analogs to facilitate HPLC and NMR analysis. Substitution at the 3-position could readily be assigned on the basis of 2D HMBC long-range correlations, while assignment at the 2-position was not as straightforward. The use of three-bond JCH coupling constant measurements, extracted from 1-D 1H coupled 13C experiments, were necessary to render unequivocal regio assignments. Copyright

Ortho-metalation of unprotected 3-bromo and 3-chlorobenzoic acids with hindered lithium dialkylamides

Upon treatment of 3-chloro/bromobenzoic acids with hindered lithium dialkylamides (LDA or LTMP) at -50 °C, lithium 3-chloro/bromo-2-lithiobenzoates are generated. These dianions can be trapped as such to afford after electrophilic quenching a variety of s

Substitution Reactions of Phenylated Aza-Heterocycles. Part 2. Bromination of Some 2,5-Diaryl-1,3,4-oxadiazoles

Electrophilic bromination of the title compounds may be achieved using either bromine in oleum, or bromine and potassium bromate in a sulphuric-acetic acid mixture.Under the milder reaction conditions provided by the latter, 2-(p-nitrophenyl)-5-phenyl-1,3,4-oxadiazole (2), the model compound used in this study, is mono- and di-brominated in the phenyl ring.In the first bromination step, all three monobromo-isomers are produced in appreciable amount.The orientation of the second bromination is controlled entirely by the first bromine and not by the oxadiazole substituent: this is confirmed by a separate study of the bromination of the three monobromo-compounds (3a-3c).