42473-87-0

Upstream product

• 85-44-9 phthalic anhydride 
• 156-43-4 4-Ethoxyaniline 
• 150-75-4 N-methyl-p-aminophenol 
• 84-66-2 Diethyl phthalate 
• 7614-49-5 N-(4-Aethoxy-phenyl)-phthalamidsaeure 
• 62-44-2 4-ethoxyacetanilide 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 72873-49-5 4-(4-ethoxy-phenyl)-benzo[d][1,2]oxazin-1-one 
• 368-39-8 triethyloxonium fluoroborate 
• 67-56-1 methanol 
• 136918-14-4 phthalimide 
• 103-73-1 Phenetole 
• 15484-91-0 N-benzylidene-4-ethoxyaniline 

Downstream Products

• 89313-72-4 2-(4-ethoxyphenyl)isoindolin-1-one 
• 7614-49-5 N-(4-Aethoxy-phenyl)-phthalamidsaeure 

Relevant academic research and scientific papers

Electroselective and Controlled Reduction of Cyclic Imides to Hydroxylactams and Lactams

An efficient and practical electrochemical method for selective reduction of cyclic imides has been developed using a simple undivided cell with carbon electrodes at room temperature. The reaction provides a useful strategy for the rapid synthesis of hydroxylactams and lactams in a controllable manner, which is tuned by electric current and reaction time, and exhibits broad substrate scope and high functional group tolerance even to reduction-sensitive moieties. Initial mechanistic studies suggest that the approach heavily relies on the utilization of amines (e.g., i-Pr2NH), which are able to generate α-aminoalkyl radicals. This protocol provides an efficient route for the cleavage of C-O bonds under mild conditions with high chemoselectivity.

Regioselective gold-catalyzed oxidative C-N bond formation

A novel protocol for the regioselective intermolecular amination of various arenes has been developed. By using an I(III) oxidant in the presence of a Au(I) catalyst, a direct and novel route for regioselectively accessing a variety of substituted aniline moieties has been achieved with yields as high as 90%. Mechanistic insight suggests that regioselectivity can be predicted based on electrophilic aromatic metalation patterns.

HYDROLYSIS OF 1-OXO-3-ETHYL-4-ARYL-2,3-BEZOXAZINIUM SALTS

Irrespective of the character of the substituent at position 4, the action of triethyloxonium fluoroborate on 1-oxo-4-aryl(methyl)-2,3-benzoxazines leads to the formation of 1-oxo-3-ethyl-4-aryl(methyl)-2,3-benzoxazinium tetrafluoroborates, which readily exchange the anion, being converted into the corresponding perchlorates and tetrachloroferrates.Hydrolysis of the oxobenzoxazinium perchlorates leads to 4-hydroxy-3-ethyl-4-aryl(methyl)-2,3-benzoxazin-1-ones, which exhibit the characteristics of carbinol bases.The formation of N-arylphthalimides is also observed in the case of the oxobenzoxazinium salts containing accepting or weakly don ating substituents.

Process for the production of cyclic carboxylic acid imides

In a process for reacting an aromatic or hydroaromatic alicyclic or heterocyclic dicarboxylic acid or its anhydride with an aliphatic or aromatic alicyclic or heterocyclic mono- or di-amine to produce an N-substituted dicarboxylic acid imide with a splitting off of water, the improvement of carrying out the reaction in a liquid solvent mixture consisting essentially of a non-polar organic solvent and a strongly polar organic solvent which together form a ternary azeotrope with water at reaction temperatures between about 40°C. and 160°C. The imide products are generally known for use as intermediates and final products in a number of industries.