221242-55-3

Basic information

• Product Name: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)[2-(trifluoromethyl)phenyl]amino]sulfonyl]-, methyl ester
• CAS NO: 221242-55-3
• Molecular Formula: C18H16F3NO6S
• Molecular Weight: 431.389
• Mol File: 221242-55-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)[2-(trifluoromethyl)phenyl]amino]sulfonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)[2-(trifluoromethyl)phenyl]amino]sulfonyl]-, methyl ester(221242-55-3)
• EPA Substance Registry System: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)[2-(trifluoromethyl)phenyl]amino]sulfonyl]-, methyl ester(221242-55-3)

Safety Data

• Hazardous Substances Data: 221242-55-3(Hazardous Substances Data)

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 221242-51-9 2-(2-trifluoromethyl-phenylsulfamoyl)-benzoic acid methyl ester 
• 96-32-2 bromoacetic acid methyl ester 
• 81-08-3 2-sulfobenzoic acid cyclic anhydride 
• 6939-89-5 o-sulfobenzoic acid, monoammonium salt 
• 128-44-9 saccharin sodium salt 
• 86802-68-8 N-(2-(trifluoromethyl)phenyl)benzenesulfonamide 

Downstream Products

• 221242-70-2 1,1-dioxo-4-(trifluoro-methanesulfonyloxy)-2-(2-trifluoromethyl-phenyl)-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid methyl ester 
• 221242-67-7 4-hydroxy-1,1-dioxo-2-(2-trifluoromethyl-phenyl)-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid methyl ester 

Relevant articles and documents

Development of a scalable process for CI-1034, an endothelin antagonist

A concise, convergent multikilogram synthesis of CI-1034 (1), a potent endothelin receptor antagonist, is described. A 15-step preparation from commercially available o-vanillin and benzenesulfonyl chloride employs a remarkably robust Suzuki coupling between a boronic acid and an aromatic sulfonate ester as the key synthetic step. A scalable route capable of producing multikilogram quantities of CI-1034 with no chromatographic steps is described in this contribution. Improvements to the process included using a 4-fluorobenzenesulfonate ester as a suitable substitute for the triflate group in the Suzuki reaction and the use of MgCl2 as a substitute for TiCl4 in a Dieckmann condensation to provide the benzothiazine dioxide core.