3865-15-4

Basic information

• Product Name: Phenol, 3-amino-, 4-methylbenzenesulfonate (ester)
• Synonyms: p-Toluolsulfonsaeure-(3-amino-phenylester);3-aminophenyl tosylate;O-tosyl-m-aminophenol;Toluol-4-sulfonsaeure-(3-amino-phenylester);m-Aminophenyl Tosylate;toluene-4-sulfonic acid-(3-amino-phenyl ester)
• CAS NO: 3865-15-4
• Molecular Formula: C13H13NO3S
• Molecular Weight: 263.317
• Mol File: 3865-15-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 92 - 95°C
• CAS DataBase Reference: Phenol, 3-amino-, 4-methylbenzenesulfonate (ester)(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 3-amino-, 4-methylbenzenesulfonate (ester)(3865-15-4)
• EPA Substance Registry System: Phenol, 3-amino-, 4-methylbenzenesulfonate (ester)(3865-15-4)

Safety Data

• Hazardous Substances Data: 3865-15-4(Hazardous Substances Data)

Usage

Description

Phenol, 3-amino-, 4-methylbenzenesulfonate (ester), also known as m-Aminophenyl Tosylate, is an organic compound with a phenol core, an amino group at the 3rd position, and a 4-methylbenzenesulfonate ester group. It is characterized by its reactivity and functional groups, which make it a versatile building block in organic synthesis.

Uses

Used in Pharmaceutical Industry:
Phenol, 3-amino-, 4-methylbenzenesulfonate (ester) is used as a reactant for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key intermediate in the production of specific drugs.
Phenol, 3-amino-, 4-methylbenzenesulfonate (ester) is used as a building block for the synthesis of 2-methyl-5-(2,3,4,5,6-pentafluorophenyl)benzothiazole, which is an important compound in the development of new pharmaceuticals with potential therapeutic applications.
Additionally, Phenol, 3-amino-, 4-methylbenzenesulfonate (ester) is used as a starting material for the synthesis of 4-[(2'',3'',4'',5'',6''-pentafluoro-1,1''-biphenyl-3-yl)amino]benzonitrile, a compound that may have applications in the development of new drugs targeting specific biological pathways.

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 591-27-5 m-Hydroxyaniline 
• 3899-90-9 3-nitrophenyl 4-methylbenzenesulfonate 

Downstream Products

• 232938-43-1 N-(p-toluenesulphonyl)-N'-(3-(p-toluenesulphonyloxyphenyl))urea 
• 89277-86-1 diisopropyl 3-aminophenylphosphonate 
• 1515854-68-8 C₂₁H₂₉NO₉S₃ 
• 210907-84-9 3-aminophenylboronic acid pinacolate 
• 1326311-80-1 3-((4-(tert-butyl)phenyl)amino)benzonitrile 
• 2237-30-1 m-cyanoaniline 
• 134654-01-6 m-(2-imidazolylazo)phenol 
• 121942-79-8 3-(N-methyl-3'-p-toluenesulfonyloxyanilino)cyclohex-2-en-1-one 
• 121984-76-7 Toluene-4-sulfonic acid 3-methylamino-phenyl ester 
• 121942-78-7 Toluene-4-sulfonic acid 3-ethoxycarbonylamino-phenyl ester 
• 134654-00-5 m-(2-imidazolylazo)phenyl p-toluenesulfonate 

Relevant articles and documents

m-(p-tolylsulfonyloxy)aniline

In the title compound, 3-aminophenyl 4-toluene-sulfonate, C13H13NO3S, the dihedral angle between the toluene and aniline moieties is 64.26(5)°. The crystal structure is stabilized by N-H...O intermolecular hydrogen bonds i

Palladium-catalyzed borylation of aryl mesylates and tosylates and their applications in one-pot sequential suzuki-miyaura biaryl synthesis

Top of the one-pots! The first palladium-catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional-group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH-indole; see scheme). Pd/MeO-CM-phos allows one-pot sequential reactions in the preparation of unsymmetrical biaryls. Copyright

General Base Catalysis by Hydroxocopper(II) Ion and Existence of Addition Intermediate in Hydrolysis of m-(2-Imidazolylazo)phenyl p-Toluenesulfonate

Rates of the hydrolysis of m-(2-imidazolylazo)phenyl p-toluenesulfonate (1) were measured in the presence of Cu(II) ion.Saturation behavior was observed for the dependence on of the absorbance (Abs) of 1 or that of the pseudo-first-order rate con