Ethyl Corporation

Kju H Shin

Edward F Tatum

Paul S Hale

Kryn G Ihrman

John C Wollensak

Paul G Elsey

Novel anilines of the 2,6-dialkyl-4-dialkylaminomethylaniline type are prepared by reacting a secondary amine and an aldehyde with a primary aniline reactant having a free para position and substituents in both ortho positions in the presence of an acid catalyst, the amounts of amine and acid employed being at least equimolar with respect to the amount of aldehyde, and the reaction being conducted by adding the primary aniline reactant to a preformed mixture of the secondary amine, aldehyde, and acid.

Process of preparing substituted anilines

Alkenyl succinic anhydrides having a decreased amount of tar and color bodies are made by the reaction of an olefin with maleic anhydride in the presence of a tri-orthoalkylphenyl phosphite and optionally a hindered phenolic antioxidant such as 2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl) mesitylene.

Alkenyl succinic anhydrides process

Alkenyl succinic anhydrides having a decreased amount of tar and color bodies are made by the reaction of an olefin with maleic anhydride in the presence of an arylfluorophosphite (e.g. 2,2'-ethylidenebis(4,6-di-tert-butylphenyl) fluorophosphite) and optionally a hindered phenolic antioxidant such as 2,4,6-tri(3,5-di-tert-butyl-4-hydroxybenzyl) mesitylene.

A process for the production of diphenolic compounds having a divalent bridge. A first disubstituted phenol is reacted with an aldehyde in the presence of a secondary amine and excess alcohol to form an ether intermediate. The ether intermediate is reacted with a phenol having an open ortho or para position to form a diphenolic.

Preparation of diphenolics

Arylisothiocyanates are prepared by reacting a primary arylamine with carbon disulfide in the presence of a tertiary amine.

Process for preparing arylisothiocyanates

4-[[4-hydroxy-3-(1-methylpropyl)-5-lower alkylphenyl]-carbon bridge]-2,6-di-lower alkylphenols. The compounds of the invention such as 4-[[4-hydroxy-3,5-bis(1-methylpropyl)phenyl]methyl]-2,6-dimethylphenol have very low melting points, some being liquid at room temperature, and other physical and chemical properties making them valuable as curing agents and antioxidants and for preparing epoxy resins and other chemicals.

Unsymmetrical alkylated diphenolic compounds

6-Alkoxytetralones are prepared by gradually adding a persulfate to a heated mixture of a 6-alkoxytetralin, a salt of a divalent metal, and a tertiary amine and maintaining the 6-alkoxytetralin in intimate admixture with the persulfate until it has been oxidized to the corresponding 6-alkoxytetralone. The reaction is preferably conducted in solution or dispersion. Preferred reaction ingredients are 6-methoxytetralin, cupric sulfate, an alkylpyridine, and sodium persulfate.

Process for preparing substituted tetralones

4-[[4-hydroxy-3,5-bis(1-methylethyl)phenyl]hydrocarbyl]-2, 6-dimethylphenols. The compounds of the invention such as 4-[[4-hydroxy-3,5-bis(1-methylethyl)phenyl]hydrocarbyl]-2,6-dimethylphenol have low melting points and other physical and chemical properties making them valuable as curing agents, antioxidants, and for other purposes.

Unsymmetrical diphenolic compounds

In the preparation of adenine from hydrogen cyanide, formamide, an ammonium salt, and methyldisulfide, the formation of a polymer by-product is reduced by heating a reaction mixture comprising the formamide and ammonium salt in a closed vessel to a reaction temperature of about 50.degree.-180.degree. C., adding the hydrogen cyanide to the preheated mixture over a period of about 1-5 hours, and maintaining the reaction temperature until the reaction is complete.

Method of preparing adenine

Adenine is prepared by reacting a dinitrile of diaminomaleic acid with N-methyldichloroformidinium chloride and ammonia at elevated temperature in the presence of formamide and an ammonium salt of a lower alkanoic acid.

Adenine preparation

Adenine is produced by reacting hydrogen cyanide with formamide in the presence of an ammonium salt and a catalytic amount of methyldisulfide at elevated temperature and pressure.

Adenine production

Aromatic amine hydrochloride having an unsubstituted ortho or para position reacts with dimethylsulfoxide forming methylenebis aromatic amine.

Chemical process for preparing methylene bis-anilines

A process is described for the production of predominately linear and alpha-branched acetals by reacting a C.sub.3 or higher alpha or internal olefin, carbon monoxide, hydrogen, and a C.sub.1 -C.sub.5 alkanol using a cobalt catalyst in the presence of a promoter which is a quaternary ammonium salt such as N-benzyl,N,N,N-trimethylammonium methoxide. When a quaternary ammonium salt is used, an increase in the rate of reaction is effected.

Preparation of acetals

Ortho-cyclopentyl-hydroxybenzyl sulfides (e.g. di-(3,5-dicyclopentyl-4-hydroxybenzyl)sulfide) are effective antioxidants.

Growing community of inventors

Baton Rouge, LA, United States of America

Kju H Shin