426265-40-9

Basic information

• Product Name: 6-Quinolinol, 4-methylbenzenesulfonate (ester)
• CAS NO: 426265-40-9
• Molecular Formula: C16H13NO3S
• Molecular Weight: 299.35
• Mol File: 426265-40-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 6-Quinolinol, 4-methylbenzenesulfonate (ester)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Quinolinol, 4-methylbenzenesulfonate (ester)(426265-40-9)
• EPA Substance Registry System: 6-Quinolinol, 4-methylbenzenesulfonate (ester)(426265-40-9)

Safety Data

• Hazardous Substances Data: 426265-40-9(Hazardous Substances Data)

Upstream product

• 580-16-5 6-hydroxyquinoline 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1067883-76-4 6-(biphenyl-2-yl)quinoline 
• 1067883-77-5 6-(2,4-di-tert-butyl-6-methoxyphenyl)quinoline 
• 612-95-3 6-phenylquinoline 
• 871890-63-0 N-methyl-N-phenyl-6-aminoquinoline 
• 99071-54-2 quinolin-6-ylmethanamine 
• 406463-06-7 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline 
• 1023531-31-8 6-(3'-methoxyphenyl)quinoline 

Relevant articles and documents

Palladium-catalyzed amination of aryl and heteroaryl tosylates at room temperature

Mild palladium-catalyzed aminations of aryl tosylates and the first aminations of heteroaryl tosylates are described. In the presence of the combination of L2Pd(0) (L = P(o-tol)3) and the hindered Josiphos ligand CyPF-t-Bu, a variety of primary alkylamines and arylamines react with both aryl and heteroaryl tosylates at room temperature to form the corresponding secondary arylamines in high yields with complete selectivity for the monoarylamine. These reactions at room temperature occur in many cases with catalyst loadings of 0.1 mol % and 0.01 mol % in one case, constituting the most efficient aminations of aryl tosylates by nearly 2 orders of magnitude. This catalyst is made practical by the development of a convenient method to synthesize the L2Pd(0) precursor. This complex is stable to air as a solid. In contrast to conventional relative rates for reactions of aryl sulfonates, the reactions of aryl tosylates are faster than parallel reactions of aryl triflates, and the reactions of aryl tosylates are faster than parallel or competitive reactions of aryl chlorides. Copyright

One-pot primary aminomethylation of aryl and heteroaryl halides with sodium phthalimidomethyltrifluoroborate

A one-pot primary aminomethylation of aryl halides, triflates, mesylates, and tosylates via Suzuki-Miyaura cross-coupling reactions with sodium phthalimidomethyltrifluoroborate followed by deamidation with ethylenediamine is reported.

Suzuki-Miyaura coupling of aryl tosylates catalyzed by an array of indolyl phosphine-palladium catalysts

A family of indolyl phosphine ligands was applied to Suzuki-Miyaura cross-coupling of aryl tosylates. Catalyst loading can be reduced to 0.2 mol % for coupling of nonactivated aryl tosylate. A challenging example for room temperature coupling is realized. The scope of this highly active Pd/L2 system can be extended to other boron nucleophiles, including trifluoroborate salts and boronate esters. The ligand structural comparisons toward the reactivity in tosylate couplings are also described.