34684-21-4

Upstream product

• 81-08-3 2-sulfobenzoic acid cyclic anhydride 
• 6939-89-5 o-sulfobenzoic acid, monoammonium salt 
• 632-25-7 2-sulfobenzoic acid 
• 10026-13-8 phosphorus pentachloride 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 76-61-9 thymol blue 
• 15449-00-0 N-phenylsaccharin 
• 81-08-3 2-sulfobenzoic acid cyclic anhydride 
• 54075-06-8 2-benzoyl-benzenesulfonyl chloride 
• 147-93-3 Thiosalicylic acid 
• 97027-53-7 2-chlorosulfonyl-benzoic acid phenyl ester 
• 860699-37-2 2-phenylsulfamoyl-benzoic acid 
• 890040-37-6 heptyl 2-(chlorosulfonyl)benzoate 
• 81-07-2 saccharin 
• 1233402-86-2 9-benzoyl-5,6,11,12-tetrahydro-5λ6-dibenzo[c,g][1,2,5]thiadiazocine-5,5,12-trione 
• 632-25-7 2-sulfobenzoic acid 
• 1233402-94-2 N₁-(4-hydroxyphenyl)-2-[(4-hydroxyanilino)sulfonyl]benzamide 
• 1233402-95-3 N₁-(4-chlorophenyl)-2-[(4-chloroanilino)sulfonyl]benzamide 
• 1233402-96-4 N₁-(4-methoxyphenyl)-2-[(4-methoxyanilino)sulfonyl]benzamide 

Relevant academic research and scientific papers

N,N′-Linked 1,2-benzisothiazol-3(2H)-one 1,1-dioxides: synthesis, biological activity, and derived radicals

A number of N,N′-linked benzoannelated isothiazol-3(2H)-one 1,1-dioxides, not available via oxidation of isothiazolium salts, were obtained with good yields by reaction of N-amino heterocycles with 2-chlorosulfonylbenzoyl chloride and evaluated for their inhibitory activity toward human leukocyte elastase (HLE) and acetylcholinesterase (AChE). 2-(Phthalimid-1-yl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide and 2-(2-methyl-4-oxo-3(4H)-quinazolinyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide were found to be inhibitors of HLE and tested as potential precursors of nitrogen-centered radicals using 266 nm laser flash photolysis.

METHODS OF TREATING LIVER DISEASES

The invention provides tricyclic compounds and their use in treating liver disorders, such as non-alcoholic steatohepatitis and related disorders (e.g., fibrosis). The compounds are contemplated to have activity against methionyl aminopeptidase 2.

Synthesis of a few cyclothiadiazanones and aminosulfonyl benzamides from saccharin

Saccharin is hydrolyzed with two different acids to yield 1,2-di-acid. The di-acid, on chlorination with phosphorous pentachloride, gave 2-chlorosulfonylbenzoyl chloride. The 2-chlorosulfonylbenzoyl chloride on hydrazinolysis gave benzothiadiazinetrione, while with phenyl hydrazine it selectively yielded 2-phenylbenzothiadiazinetrione. 2-chlorosulfonoylbenzoyl chloride with different aromatic 1,2- diamines resulted in dibenzothiadiazocine derivatives. Electron-donating groups in the diamine facilitate while the electron-withdrawing groups retard the cyclization. However, aliphatic diamines, aniline and substituted anilines readily gave acyclic aminosulfonyl carboxybenzamides on condensation with 2- chlorosulfonylbenzoyl chloride. The di-acid and anhydride did not react with either hydrazine/phenyl hydrazine or amines to give the above products. However, when its ester derivative, isopropyl-2- chlorosulfonylbenzoate, condensed with hydrazine, it gave benzothiadiazinetrione. But the ester failed to react with phenyl hydrazine. All the condensation reactions were carried out at room temperature.

NUCLEOPHILE ASSISTING LEAVING GROUPS

Sulfonate leaving groups include a cation chelating moiety, e.g. a polyether or crown ether. The chelating moiety stabilizes the sulfonate leaving group by forming a complex with a cation of a cation-nucleophile combination. The stabilized leaving group is more easily displaced under many conditions than are standard arylsulfonate leaving groups such as the toxyl group. The chelating moiety also favors certain cations depending on the identity of the moiety thereby enhancing the reaction rate with nucleophilic salts containing the preferred cation. Use of the inventive leaving groups results in improved yields, decreased reaction times and improved product purity.