19013-29-7

Upstream product

• 554-84-7 meta-nitrophenol 
• 124-63-0 methanesulfonyl chloride 
• 75-75-2 methanesulfonic acid 
• 1523-06-4 3-nitrophenyl acetate 
• 1523-13-3 3-nitrophenyl benzoate 
• 98-95-3 nitrobenzene 

Downstream Products

• 16554-54-4 3-nitrophenolate anion 
• 62-50-0 Ethyl methanesulfonate 
• 1610449-25-6 3-((4-((4-(3-(3-(tert-butyl)-1-(6-methoxypyridin-3-yl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yl)oxy)pyrimidin-2-yl)amino)phenyl methanesulfonate 
• 38164-50-0 3-aminophenyl methanesulfonate 
• 1610449-33-6 3-((4-((4-(3-(3-isopropyl-1-(p-tolyl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yl)oxy)pyrimidin-2-yl)amino)phenyl methanesulfonate 

Relevant academic research and scientific papers

CH3SO3H/P2O5 (4:1) as an efficient reagent for the one-pot synthesis of acylaryl methane sulfonates of phenolic

Methansulfonic acid/di-phosphorus pentoxide (4:1) was found to be an efficient reagent for one-pot synthesis of acylaryl methane sulfonates of phenolic esters via Fries rearrangement. This method is easy, rapid, and high-yielding reactions for the synthesis of acylaryl methane sulfonates.

Late-Stage Aromatic C-H Oxygenation

Synthetic methods for oxidative aromatic C-O bond formation are sparse, despite their demand in metabolite synthesis for drug discovery and development. We report a novel methodology for late-stage C-O bond formation of arenes. The reaction proceeds with excellent functional group tolerance even for highly functionalized substrates. The resulting aryl mesylates provide access to potential human metabolites of pharmaceuticals, and may be used directly to install a C-F bond to block metabolic hotspots. A charge-transfer interaction between the reagent bis(methanesulfonyl) peroxide and the substrate arenes may be relevant for the chemoselective functionalization of arenes over other functional groups.

Pitfalls in assessing the α-effect: Reactions of substituted phenyl methanesulfonates with HOO-, OH-, and substituted phenoxides in H2O

Toward resolving the current controversy regarding the validity of the α-effect, we have examined the reactions of Y-substituted phenyl methanesulfonates 1a-1l with HOO-, OH-, and Z-substituted phenoxides in the gas phase versus solu

A method of hydroxylation org. compd. sulfonylated

The invention concerns a method for sulphonylating a hydroxylated organic compound. The invention concerns in particular aliphatic hydroxylated compounds and more particularly those which comprise on their aliphatic chain, an electroattractive group. The

A simple preparation of aryl methanesulfonates by thermal decomposition of dry arenediazonium O-benzenedisulfonimides in methanesulfonic acid

Aryl methansulfonates 3 (18 examples) were easily prepared by thermal decomposition of dry arenediazonium o-benzenedisulfonimides 1 in methanesulfonic acid (2). The reactions were carried out at temperatures between 60 and 120°C for times between 0.5 and 8 h. The aryl methanesulfonates were obtained in reproducible yield of 70-90%, with few exceptions. In all cases the o-benzenedisulfonimide (4) could be recovered in good yields which can then be reused to prepare the salts 1. When thermal decomposition of salts 1 was carried out in trifluoromethanesulfonic acid (5) at 90-120°C for 1-2 h, aryl trifluoromethanesulfonates 6 were obtained in 73-78% yield (3 examples).

Methanesulfonic acid/phosphorus oxychloride (MAPO) as a new efficient reagent in the fries rearrangement

Methanesulfonic acid/phosphorus oxychloride (MAPO) was found to be a new efficient reagent in the Fries rearrangement of phenolic esters. Fries rearrangement of phenolic esters in the presence of MAPO, gave acylaryl methane sulfonates as major products.

Nucleophilic Displacement Reactions at Carbon, Phosphorus and Sulphur Centres: Reaction of Aryl Methanesulphonates with Ethoxide; Change in Mechanism with Change in Leaving Group

The reactions of ethoxide ion with aryl methanesulphonate esters (1a-c) in anhydrous ethanol at 25 deg C have been investigated in order to determine the effect of leaving group nucleofugality on the balance between substitution and elimination pathways.The reactions of p-nitrophenyl-(1a), m-nitrophenyl-(1b) and p-trifluoromethylphenyl-(1c) methanesulphonates have been examined by means of kinetic studies, sulphene trapping experiments, and deuterium exchange experiments.It is concluded that the para-nitro-substituted ester reacts predominantly by an E1cb-type elimination mechanism via a sulphene intermediate, with nucleophilic substitution as a minor concurrent pathway.Conversely, the meta-nitro-substituted ester reacts predominantly by substitution, with elimination as a minor concurrent pathway.The evidence available indicates that the para-trifluoromethyl-substituted ester reacts solely by substitution.Thus, the mechanism of reaction changes from nucleophilic substitution to elimination-addition as leaving group nucleofugality increases.