Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: Interphenylene 8-aza-9-dioxothia-11,12-secoprostaglandins are prepared by the two-stage alkylation of the anion of a lower alkyl sulfonamide, R.sup.1 SO.sub.2 NH.sub.2, using first a compound of the formula: ##STR1## and second, a compound of the formula: ##STR2## The compounds produced have renal vasodilatory activity when administered orally and are therefore useful for treating patients with renal impairment.
Abstract: A process is provided for the preparation of a juxtanuclear or extranuclear aromatic aldehyde, said process comprising effecting the catalytic reduction of the corresponding acid chloride using hydrogen in the presence of a palladium catalyst and a tertiary amide. The use of the tertiary amide increases the selectivity, activity and working life of the catalyst as compared with conventional processes and renders the use of catalyst regulators such as quinoline or sulphur-containing compounds unnecessary.
Abstract: Fungi, mites and mite eggs are killed by applying thereto sulfonamides of the formula ##STR1## wherein R and R.sup.1 individually are alkyl, cycloalkyl, aryl, carbamylalkyl, or alkoxycarbonylalkyl and R.sup.2 is haloalkyl, with the proviso that one R or R.sup.1 group is carbamylalkyl or alkoxycarbonylalkyl.
Abstract: Alkylene glycol esters are produced by the reaction of an olefin, a carboxylic acid and molecular oxygen employing an iodine-containing substance and a nitrogen oxide as a catalyst.
Abstract: Carboxylic acids may be esterified by reaction with esters in the presence of a catalytic amount of a tin halide catalyst, the reaction being effected at temperatures ranging from about 0.degree. to about 150.degree. C.
Abstract: A process for preparing optically active phenyl glycine includes treating phenyl glycine amide with optically active camphor sulphonic acid to prepare racemic phenyl glycine, followed by resolution of the racemate by treating the racemate with said camphor sulphonic acid.
Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: A process whereby photograde quality hydroquinone can be separated from the reaction mixture produced by a rearrangement of p-diisopropylbenzene dihydroperoxide, which process comprises the steps of (1) subjecting the mixture to hydrogenation to remove color; (2) concentrating the colorless solution; (3) adding a solvent to the concentrated mixture which dissolves impurities but which causes the hydroquinone to precipitate; and (4) separating the hydroquinone from the supernatant liquid in step (3).
Type:
Grant
Filed:
September 14, 1977
Date of Patent:
September 5, 1978
Assignee:
The Goodyear Tire & Rubber Company
Inventors:
Edward Norbert Nowak, Lawson Gibson Wideman, David Alan Hutchings
Abstract: Hydroquinone is obtained in greater than 95 percent yield through a nonaqueous recovery process compatible with the methyl isobutyl ketone (MIBK) based diisopropylbenzene dihydroperoxide isolation process. Hydroquinone, from the Hock-splitting reaction, is precipitated (after most of the reaction solvent is distilled off), separated, repulped in acetone, crystallized and separated again. The supernatant from the first separation step contains hydroquinone along with tars. This stream is subjected to a purification process comprising a series of distillation and extraction steps so that the hydroquinone in that stream can be recycled back into the process.
Type:
Grant
Filed:
January 16, 1978
Date of Patent:
September 5, 1978
Assignee:
The Goodyear Tire & Rubber Company
Inventors:
Edward Norbert Nowak, William Shepherd Hollingshead
Abstract: Acetal sulphones useful as intermediates in the preparation of vitamin A and other terpene compounds are made by reacting a sulphone of the formula: ##STR1## with an .omega.-halogeno-acetal of an ethylenically unsaturated aldehyde of the formula: ##STR2## in which m and n each represent zero or 1 and are such that m+n=1, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5, which may be identical or different, represent hydrogen or straight or branched alkyl radical of 1 to 6 carbon atoms, R.sub.6 represents straight or branched alkyl of 1 to 6 carbon atoms, R represents straight or branched alkyl of 1 to 6 carbon atoms or arylalkyl containing a straight or branched alkyl of from 1 to 6 carbon atoms or aryl, unsubstituted or substituted by alkyl, alkoxy, alkylthio, alkoxycarbonyl, hydroxyl or halogen, and R' represents hydrogen or, if m is zero, straight or branched alkyl of 1 to 6 carbon atoms.
Abstract: A method of preparing hydrocarbyl-substituted cresols is disclosed. The method comprises heating a mixture of mono- or di-hydrocarbyl-substituted cresols and an alcohol, which is benzyl alcohol or a C.sub.1 -C.sub.10 aliphatic alcohol, at an elevated temperature in the presence of a catalytic amount of alumina. The product contains at least one hydrocarbyl substituent corresponding to the hydrocarbon moiety of the alcohol used in the process. A typical process employs 4,6-di-t-butyl-m-cresol and isopropanol to prepare a product mixture containing a substantial amount of thymol.
Abstract: A process for preparing cresols from di-hydrocarbyl-substituted cresols, wherein the hydrocarbyl groups contain from 3 to 7 carbon atoms, is disclosed. In the process the di-hydrocarbyl-substituted cresol is contacted with a catalyst (e.g. alumina) in the liquid phase at elevated temperatures and pressure. 4,6-di-t-butyl-m-cresol is a typical feedstock.
Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: An ethylenically unsaturated hydrocarbon is hydroformylated to an aldehyde having one more carbon than the unsaturated hydrocarbon by contacting the unsaturated hydrocarbon, carbon monoxide and hydrogen in the presence of a reaction medium comprising a Group VIII noble metal and a bicyclo or tricyclo(heterocyclo) saturated amine having 2 to 10 carbons, 1 to 4 nitrogens and at least one nitrogen in a bridgehead position. Liquid phase contacting is employed with the catalyst dispersed in a liquid phase at temperatures from 50.degree. to about 200.degree. C. and pressures from 1 to 300 atmospheres. A typical reaction comprises contacting ethylene, carbon monoxide and hydrogen at a temperature of about 88.degree. C. and a pressure of 50 atmospheres with an inert liquid reaction medium containing rhodium chloride and triethylenediamine. Preferably the reaction medium also contains a biphyllic ligand which is a trivalent phosphorus, antimony or arsenic organic compound.
Abstract: This invention relates to a novel class of compounds which are capable of reacting in such a way as to form a new heterocyclic ring, and as a function of such reaction and ring formation to split off a color-providing material.
Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: A novel process for preparing cycloalkanone oximes is disclosed. The process comprises(1) contacting a nitrogen compound selected from the group consisting of nitrogen oxides or nitrosyl compounds with an aqueous or an alcoholic solution containing stannous, copper and chlorine ions to prepare hydroxylamine,(2) allowing a cycloalkanone to react with the hydroxylamine to form an cycloalkanone oxime,(3) separating the cycloalkanone oxime from the reaction mixture by extraction with an organic solvent at a pH of less than 4.5,(4) recovering the cycloalkanone oxime from the extract of the step (3),(5) treating the raffinate of the step (3) under a reducing condition for conversion of stannic ion formed in the step (1) to stannous ion, and(6) recycling the stannous ion to the step (1)The process does not produce ammonium salt as a by-product because the cycloalkanone oxime can be separated from the reaction mixture without neutralization.