98-58-8 Usage
Description
4-Bromobenzenesulfonyl chloride is an organic compound that features a bromo group attached to a benzene ring, with a sulfonyl chloride group attached to the benzene ring as well. This chemical structure endows it with unique reactivity and properties that make it useful in various chemical and pharmaceutical applications.
Uses
Used in Chemical Synthesis:
4-Bromobenzenesulfonyl chloride is used as an activating agent in the synthesis of oligodeoxyriboand oligoribo-nucleotides in solution. Its reactivity allows for the formation of stable phosphoramidite linkages, which are crucial for the construction of these nucleotide chains.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-Bromobenzenesulfonyl chloride is used for the identification of amines. This identification is essential for understanding the reactivity and potential applications of amine-containing compounds in drug development.
Used in the Synthesis of Specific Compounds:
4-Bromobenzenesulfonyl chloride is also utilized in the synthesis of 4-(N-allylsulfamoyl)phenylboronic acid, a compound that may have potential applications in the development of new pharmaceuticals or materials.
Used in Protection of Amines:
In chemical processes, amines can be sensitive to certain conditions. 4-Bromobenzenesulfonyl chloride is used to protect amines as 4-bromobenzenesulfonamides, which can be a crucial step in the synthesis of complex organic molecules where amine protection is necessary.
Used in Inhibition Studies:
4-Bromobenzenesulfonyl chloride is employed in the synthesis and inhibition studies of substituted N-L-histidinylphenylsulfonyl hydrazide. This application is significant for understanding the mechanisms of enzyme inhibition and the development of potential therapeutic agents.
Purification Methods
Wash the sulfonyl chloride with cold water, dry and recrystallise it from pet ether, or from ethyl ether cooled in powdered Dry-Ice after the ether solution had been washed with 10% NaOH until colourless, then dry it with anhydrous Na2SO4. Alternatively dissolve it in CHCl3, wash it with H2O, dry (Na2SO4), evaporate and recrystallise it. [Huntress & Carten J Am Chem Soc 62 511 1940.] Test for the SO2Cl group by dissolving it in EtOH and boiling with NH4CNS whereby a yellow amorphous precipitate forms on cooling. [Beilstein 11 IV 162.]
Check Digit Verification of cas no
The CAS Registry Mumber 98-58-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 98-58:
(4*9)+(3*8)+(2*5)+(1*8)=78
78 % 10 = 8
So 98-58-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H4BrClO2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H
98-58-8Relevant articles and documents
Method for rapidly preparing N-benzenesulfonyl amino acid ester compound
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Paragraph 0017, (2021/05/12)
The invention discloses a method for rapidly preparing an N-benzenesulfonyl amino acid ester compound. The invention mainly relates to chemical synthesis. A two-step one-pot strategy is adopted, substituted phenylmercaptan is used as a raw material, in-situ generated benzenesulfonyl chloride acts with hydrochloride of amino acid ester to obtain the N-benzenesulfonyl amino acid ester compound, the strategy is mild in condition, high in yield and high in reaction efficiency, and can be used for rapidly preparing the formula (I) compound and derivatives or analogues thereof. The method for rapidly preparing the N-benzenesulfonyl amino acid ester compound is simple to operate, mild in condition, high in yield and efficiency and relatively high in application value.
NOVEL COMPOUND, PREPARATION METHOD THEREOF, AND USE THEREOF
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Paragraph 530-534, (2021/07/24)
The present invention relates to a method for preparing a biomaterial having selectively functionalized tyrosine, a biomaterial having selectively functionalized tyrosine, and a pharmaceutical composition containing the same as an active ingredient. The method for preparing a biomaterial to which a compound represented by formula 2 is coupled, of the present invention, allows the compound represented by formula 2 to be selectively coupled, in a high yield in a biomaterial, to tyrosine, which is present on the surface of an aqueous solution such that the coupling thereof to amino acids other than tyrosine does not occur and, when only one tyrosine is present, heterogeneous mixtures are not present and the inherent activity of the biomaterial is maintained, and thus the compound can be effectively used as a pharmaceutical composition containing a biomaterial drug as an active ingredient. In addition, the method can selectively functionalize tyrosine, and thus can be effectively used for tyrosine functionalization in a biomaterial.
Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides
Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao
, (2021/09/20)
A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.
