Abstract: A ruthenium-phosphite complex having the formula ##STR1## wherein a is from 1 to 3; b is 1 or 2; c is from 0 to 3; and R is hydrogen, alkyl, aryl, halo, amino, acetylamino, or sulfo; and X is ##STR2## where R.sub.1, R.sub.2, and R.sub.3 are the same or different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl.This complex can be used to effect the reduction of unsaturated organic compounds or, when comprised of ligands having optical activity, can be used as the catalyst for effecting the asymmetric reduction of unsaturated organic compounds.
Abstract: A continuous process for the hydrocarbylthiation of aromatic amines is disclosed. The process involves forming an admixture of aromatic amine, hydrocarbyl disulfide and an effective amount of a Lewis acid catalyst and subsequently allowing such admixture to flow as a thin film along a column. An inert gas is passed in a counter-current manner through the admixture.
Abstract: Melatonin compounds are disclosed of the formula ##STR1## where R is hydrogen or C.sub.1 to C.sub.6 linear or branched alkylene substituted with phenyl; R.sub.1 is hydrogen, substituted benzyl, naphthylmethyl or taken together with R.sub.2 and the two carbon atoms of the five-membered hetero ring form the group ##STR2## where R.sub.1 ' is C.sub.1 to C.sub.6 linear or branched alkanoyl and R.sub.1 " is hydrogen, C.sub.1 to C.sub.6 linear or branched alkyl or phenyl optionally substituted with one or more halogen, amino, nitro, hydroxy, alkyl, alkoxy or haloalkyl; R.sub.2 is hydrogen, 1-pyrrolyl, 1-pyrrolyl substituted with one or more alkyl or alkoxy, the group --(CH.sub.2).sub.m --NHR.sub.2 '1, where m is 1 to 3 and R.sub.2 ' is phenyl sulfonyl, the phenyl group optionally substituted with alkyl, or --C(O)--R.sub.2 ", where R.sub.2 " is C.sub.1 to C.sub.
Abstract: Improved molecular sieves and processes for treatment of molecular sieves which permit use for separation of ethylene and silane without attending formation of ethylsilane. Such treatment includes treatment of sieves with silane at an effective temperature, pressure and time.
Abstract: Production of alkyl substituted aromatic diamines by reacting triethlyaluminum with an aromatic diamine and a chloride ion source in the presence of an olefin is disclosed. The alkyl substituted aromatic diamines are useful as chain extenders in polyurethane processes.
Type:
Grant
Filed:
January 13, 1992
Date of Patent:
April 20, 1993
Assignee:
Ethyl Corporation
Inventors:
Kryn G. Ihrman, Olan W. Mitchell, R. Woodrow Wilson, Jr.
Abstract: This invention relates to a method for administering systemically active agents including therapeutic agents through the skin or mucosal membranes of humans and animals in a transdermal device or formulation comprising topically administering with said systemic agent an effective amount of a membrane penetration enhancer having the structural formula ##STR1## wherein X is selected from the group consisting of oxygen and sulfur; R' is H or a lower alkyl group having 1-4 carbon atoms; m is 2-6; n is 0-17 and R is --CH.sub.3 ; wherein R is H or a lower alkyl group, m is 5-7 and n is 0-17.
Type:
Grant
Filed:
August 6, 1990
Date of Patent:
April 20, 1993
Assignee:
Whitby Research, Inc.
Inventors:
Gevork Minaskanian, James V. Peck, Vithal J. Rajadhyaksha
Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
April 13, 1993
Assignee:
Ethyl Corporation
Inventors:
Thanikavelu Manimaran, W. Dirk Klobucar, Charles H. Kolich
Abstract: Bicyclooctyl phosphines are disclosed having the formula: ##STR1## where R is C.sub.1 to C.sub.6 linear or branched alkyl, phenyl, substituted phenyl, halo, or C.sub.1 or C.sub.6 alkoxy; Ar is phenyl, substituted phenyl, naphthyl or substituted naphthyl; and x is 0 or 1.These phosphines are treated with ruthenium compounds to form a complex of the formula Ru.sub.x H.sub.y Cl.sub.z (anthraphos-m).sub.2 (S).sub.p, where S is a tertiary amine; and when y is 0, then x is 2, z is 4 and p is 1; and when y is 1, then x is 1, z is 1 and p is 0; where anthraphos-m is: ##STR2## where R is C.sub.1 to C.sub.6 linear or branched alkyl, phenyl, substituted phenyl, C.sub.1 to C.sub.6 linear or branched alkoxy or halo; Ar is phenyl or substituted phenyl or naphthyl or substituted naphthyl; and m is 0 or 1.The complex is useful in a process for the asymmetric reduction of olefinic carboxylic acids of the formula: ##STR3## where R.sub.1 and R.sub.
Abstract: Compounds of the present invention are those having the formula: ##STR1## where R is a linear or branched chain of 1 to 22 carbon atoms selected from the group consisting of alkyl, alkenyl or alkynyl or said C.sub.1 to C.sub.22 chains substituted with --SR.sub.3, --OR.sub.3, --NHR.sub.3, --CH.sub.3, or --C(O)OR.sub.2 where R.sub.2 is hydrogen or C.sub.1 to C.sub.6 alkyl; R.sub.1 is hydrogen, C.sub.1 to C.sub.6 alkyl, --SR.sub.3, --OR.sub.3, --NHR.sub.3, --NR'.sub.3 R.sub.3, or --C(O)OR.sub.2 where R.sub.2 is as previously defined; R.sub.3 and R'.sub.3 are the same or different and are hydrogen, C.sub.1 to C.sub.6 alkyl, alkylthioalkyl, alkoxyalkyl, aminoalkyl, aminoalkyl substituted with phenyl, substituted phenyl, benzoyl, substituted benzoyl, heteroaryl or substituted heteroaryl; R.sub.4 is hydrogen, C.sub.1 to C.sub.6 alkyl, or --C(O)OR.sub.2 where R.sub.2 is defined previously; R.sub.5 is hydrogen, C.sub.1 to C.sub.6 alkyl, phenyl, or substituted phenyl; R.sub.6 is hydrogen, C.sub.1 to C.sub.
Type:
Grant
Filed:
February 14, 1992
Date of Patent:
March 23, 1993
Assignee:
Board of Supervisors, Louisiana State University Agricultural & Mechanical College
Inventors:
Richard D. Gandour, Gnanasambandam Kumaravel
Abstract: A process is disclosed for the preparation of aliphatic toluenesulfonates. The process comprises reacting a solution of an aliphatic alcohol and an alkali metal hydroxide in a solution of an aprotic solvent with toluenesulfonyl chloride for from about 1 to about 12 hours and forming said aliphatic toluenesulfonate. These compounds are useful intermediates in the preparation of complex organic molecules.
Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
March 2, 1993
Assignee:
Ethyl Corporation
Inventors:
Charles H. Kolich, Thanikavelu Manimaran, W. Dirk Klobucar
Abstract: A process for the asymmetric reduction of olefinic amides of the formula ##STR1## where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
March 2, 1993
Assignee:
Ethyl Corporation
Inventors:
Thanikavelu Manimaran, W. Dirk Klobucar, Charles H. Kolich
Abstract: A process for obtaining a substantially pure enantiomer of ibuprofen is described. The process utilizes first an enantiomerically enriched mixture of ibuprofen obtained from kinetic resolution, diastereomeric crystallization or asymmetric synthesis processes. This enriched mixture is dissolved in a solvent and solid racemic ibuprofen is separated, leaving a mother liquid comprising the solvent and the enriched enantiomer substantially free of the other enantiomer.
Abstract: 3,3'-Thiobis(2,5-dihydrothiophene-1,1-dioxides) on heating with a reactive Diels-Alder dienophile undergo a reaction producing thioethers having two six-membered alicyclic rings in the molecule, such as 4,4'-thiobis(3,6-dihydrophthalic acids) or the esters, anhydrides or imides thereof, and 4,4'-thiobis-(1,2,3,6-tetrahydrophthalic acids) or the esters, anhydrides or imides thereof. Both rings of the dihydrothiophene dioxides participate in the reaction, apparently by forming a tetraene structure which co-reacts with two equivalents of the dienophile to form an adduct in which each six-membered ring has one or two olefinic double bonds. During the course of the reaction, the thioether bridge remains intact. Some of the bis(alicyclic) thioethers are readily converted to the corresponding bis(aromatic)thioethers by use of known aromatization methods and systems. Various utilities for the products of the foregoing reactions are described.
Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
February 16, 1993
Assignee:
Ethyl Corporation
Inventors:
Charles H. Kolich, Thanikavelu Manimaran, W. Dirk Klobucar
Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
February 16, 1993
Assignee:
Ethyl Corporation
Inventors:
W. Dirk Klobucar, Charles H. Kolich, Thanikavelu Manimaran
Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
February 16, 1993
Assignee:
Ethyl Corporation
Inventors:
Charles H. Kolich, Thanikavelu Manimaran, W. Dirk Klobucar
Abstract: Organic silicon compounds such as tetraloweralkylorthosilicates, silicon tetracarboxylates, and silicon-containing reaction products derived from carbohydrates, such as glucose, sucrose, and ascorbic acid are useful in treating, preventing, or delaying the onset of bone disease in warm blooded vertebrates, including man and domesticated animals of economic importance, such as poultry, house pets, and horses, cattle, swine, and sheep.
Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
Type:
Grant
Filed:
June 17, 1991
Date of Patent:
January 5, 1993
Assignee:
Ethyl Corporation
Inventors:
Thanikavelu Manimaran, W. Dirk Klobucar, Charles H. Kolich
Abstract: A process is disclosed for the enantioselective hydrogenation of olefins of the formula ##STR1## where R is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl, Z is ##STR2## where R' is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl, --CN, C(NH)OR" where R" is C.sub.1 to C.sub.6 linear or branched alkyl, or --C(O)NH.sub.2 ; and Ar is phenyl or naphthyl unsubstituted or substituted with benzoyl or substituted benzoyl, C.sub.1 to C.sub.6 linear or branched alkyl, C.sub.1 to C.sub.6 linear or branched alkoxy, halo, or carboxylic acid or C.sub.1 to C.sub.6 linear or branched alkyl ester thereof, which comprises contacting said aromatic-substituted olefin with a catalytically effective amount of a ruthenium phosphite complex.