The Standard Oil Company

James D Burrington

Mark C Cesa

Robert K Grasselli

Robert DiCosimo

Robert A Dubbert

Dean T Tsou

Marc W Blachman

Elizabeth A Maher

Dev D Suresh

Fred A Pesa

James F Brazdil

Sandra L Denman

Marco Pagnotta

Craig T Kartisek

Wei-Jen Kung

Disclosed is the ammoxidation of methyl substituted pyridines to make cyanopyridines using a complex metal oxide catalyst containing P, V and Mo.

Ammoxidation of methyl substituted heteroaromatics to make

1,3-butadienes are catalytically hydrocarbamylated to make 3-pentenamides.

3-pentenamides from 1,3-butadienes

In the process of hydrocarboxylating an .alpha.-enamide with CO and H.sub.2 O or an organic hydroxyl compound to produce an N-acyl-.alpha.-amino acid or ester, respectively, the improvement comprising using as the .alpha.-enamide reactant, an .alpha.-enamide which has a chiral center that is essentially all L or D, thereby producing a reaction mixture containing diastereomeric N-acyl-.alpha.-amino acids or esters having two chiral centers, said mixture having essentially no enantiomeric pairs.

Process for making an optically active mixture of an N-acyl-amino acid

Disclosed is a process comprising (1) dehydrocyclization of 2-methylglutaronitrile over Pt or Pd based catalysts to make a mixture containing 3-methylpyridine and lesser amounts of 3-methylpiperidine and (2) reacting such a mixture with NH.sub.3 and O.sub.2 over certain oxide catalysts containing P, V and Mo to obtain 3-cyanopyridine.

Process for making 3-cyanopyridine

A process for making a diamide of the formula ##STR1## by reacting a monoamide compound of the formula ##STR2## with CO and an amine or ammonia of the formula R.sub.7 R.sub.8 NH in the liquid phase under essentially anhydrous conditions at a temperature in the range from 120.degree. to 210.degree. C., where each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 is selected independently from H and a C.sub.1 to C.sub.12 hydrocarbyl containing no ethylenic or acetylenic unsaturation.

1,6-hexanediamides from 3-pentenamides

Discloses (1) reacting a 3-(hydrocarbylthio) propionaldehyde with a compound ##STR1## (2) reacting latter compound with CO and R'YH where y is O or S to make (3) hydrolyzing this compound; (4) certain new 1-acyloxy-3-methylthiopropenes and (5) the methyl ester of 2-acetoxy-4-(methylthio)thiobutanoic acid.

Synthesis of methionine hydroxy analog or derivative, and esters

Erasable optical memories for storing information are prepared from organic materials having two stable crystalline forms. Each crystalline form has at least one different optical characteristic and the materials are reversibly thermally convertible between the crystalline forms. Information is recorded or erased with a laser beam that heats a film of the organic material in a local area to change the crystalline form. Information may also be recorded or erased by melting a local area or all of the film and quickly cooling it to restore the original crystalline form. Examples of such organic compounds are biaryl compounds, such as binaphthyls, bianthryls and biquinolyls.

Organic optical information storage medium employing crystalline

Disclosed is the hydrocarboxylation of defined enamides with CO and a compound ROH to make amido acids or amido esters, either of which can be hydrolyzed to .alpha.-amino acids.

.alpha.-amino acids through catalytic reaction of CO and a hydroxyl

In the process of hydrocarboxylating an enol acylate with CO and an organic hydroxyl compound to produce an .alpha.-acyloxy acid ester, the improvement comprising using as the organic hydroxyl compound reactant, an organic hydroxyl compound which has a chiral center that is essentially all L or D, thereby producing a reaction mixture having essentially no enantiomeric pairs and containing diastereomeric .alpha.-acyloxy acid esters having two chiral centers.

Method of making a diastereomeric mixture containing two diastereomeric

In the process of hydrocarboxylating an .alpha.-enamide with CO and an organic hydroxyl compound to produce a N-acyl-.alpha.-amino acid ester, the improvement comprising using as the organic hydroxyl compound reactant, an organic hydroxyl compound which has a chiral center that is essentially all L or D, thereby producing a reaction mixture having essentially no enantiomeric pairs and containing diastereomeric N-acyl-.alpha.-amino acid esters having two chiral centers.

A process for making 3-cyanopyridine by the vapor phase catalytic reaction of 2-methylglutaronitrile with molecular oxygen.

Oxidative cyclization of 2-methylglutaronitrile to 3-cyanopyridine

Disclosed is the hydrocarboxylation of defined enamides with CO and a compound ROH to make amino acids or amido esters, either of which can be hydrolyzed to .alpha.-amino acids.

A first row transition metal catalyzed procedure for the production of adiponitrile from acrylonitrile comprising mixing a first row transition metal salt, acrylonitrile, metallic reducing agent and solvent, heating the solution, and adding a quench solution to the mixture comprising a proton donor material having a 0&lt;pk.sub.a &lt;12 and an organic amide solvent for the proton donor material. Preferably, an organic ligand is added to the solution prior to heating and adding the quench solution.

Method of producing adiponitrile

Disclosed is combination of an acylase and esterase for selective enzymatic hydrolysis of only the L-isomer of an L and D mixture of .alpha.N-acyl-.alpha.-amino acid ester whose alpha carbon atom is chiral to yield a mixture containing L-.alpha.-amino acid and D-.alpha.-N-acyl-.alpha.-amino acid ester but essentially no D-.alpha.-amino acid.

Enantioselective hydrolysis of N-acylamino acid esters using a combined

Disclosed is the reaction of propylene with acrylonitrile or acrylamide to make a cyano- or amidopentene and reacting that compound with NH.sub.3 and O.sub.2 to form mucononitrile or 5-cyano-2,4-pentadiene amide. Also disclosed is a process which comprises contacting a reactant of the formula H--(CH.sub.2).sub.a --(CH.dbd.CH)--(CH.sub.2).sub.b X with oxygen and ammonia to thereby form a product of the formula NC--CH.dbd.CH--CH.dbd.CH--X wherein X is --CN or --CONH.sub.2 and each of a and b are zero or an integer from 1 to 3 such that a+b=3.

Growing community of inventors

Richmond Heights, OH, United States of America

James D Burrington