1452849-70-5

Basic information

• Product Name: (Z)-2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoic acid
• Synonyms: (Z)-2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoic acid
• CAS NO: 1452849-70-5
• Molecular Weight: 364.446
• Mol File: 1452849-70-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoic acid(1452849-70-5)
• EPA Substance Registry System: (Z)-2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoic acid(1452849-70-5)

Safety Data

• Hazardous Substances Data: 1452849-70-5(Hazardous Substances Data)

Upstream product

• 552-16-9 ortho-nitrobenzoic acid 
• 55666-41-6 tert-butyl 2-nitrobenzoate 
• 64113-91-3 tert-butyl 2-aminobenzoate 
• 890091-28-8 tert-butyl 2-isothiocyanatobenzoate 
• 1452776-80-5 tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)benzoate 
• 1452849-69-2 (Z)-tert-butyl 2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoate 
• 610-14-0 2-nitrobenzyl chloride 

Downstream Products

• 1452776-81-6 3-(4-methylbenzenesulfonyl)-2-(methylsulfanyl)quinazolin-4(3H)-one 

Relevant articles and documents

Regioselective sulfonylation and N- to O-sulfonyl migration of quinazolin-4(3H)-ones and analogous thienopyrimidin-4(3H)-ones

The sulfonylation of quinazolin-4(3H)-ones and related tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-ones with mesyl, tosyl, and p-cyanobenzenesulfonyl chloride was studied. A hydrogen substituent at 2-position directed the sulfonyl group to the N-3 position, while alkylsulfanyl or amino substituents led to sulfonylation of the carbonyl oxygen. The latter effect was attributed to steric influence and the positive mesomeric effect of the 2-substituent. An access to N-sulfonylated 2-substituted regioisomers was established. An unexpected 1,3-sulfonyl migration was observed and further analyzed. This process occurred as an intramolecular N- to O-shift as verified by kinetic and crossover experiments.