Abstract: 2-H-2-Oxazolines are prepared by contacting in liquid phase a N-(.beta.-hydroxyalkyl)formamide with a small but catalytic amount of an inorganic zinc salt at elevated temperatures. Similarly, 2-substituted-2-oxazolines are prepared by contacting N-(2-hydroxyalkyl)carboxamides with a small but catalytic amount of an inorganic zinc salt. As an example, 2-H-2-oxazoline was prepared in approximately 72 percent yield by warming a mixture of N-(.beta.-hydroxyethyl)formamide with a catalytic amount of zinc chloride at a temperature of from 180.degree. C. to 185.degree. C./50 mm Hg for 2.2 hours. In this reaction, the desired oxazoline product was recovered as a codistillate with water during the course of the reaction.

Abstract: This disclosure describes 2- or 3-[(unsaturated or cyclopropylated alkyl)amino]phenyl compounds and derivatives useful as hypolipidemic and antiatherosclerotic agents.

Abstract: A multifunctional ashless additive is described having antiwear and antioxidant properties and high antirust power, and is prepared by reacting a O,O'-dialkylthiophosphoric acid with a compound chosen from substituted 2-oxazolines and substituted imidazolines.

Abstract: The invention relates to novel furans, especially benzofuranones of the general formula ##STR1## in which R.sub.1 represents hydrogen or an aliphatic radical, R.sub.2 represents an amino group di-substituted by a divalent hydrocarbon radical, and the aromatic ring A may be additionally substituted, and their salts and/or isomers, processes for the manufacture of compounds of the formula (I) and their salts and isomers, pharmaceutical preparations containing these compounds, and their use as the active ingredients of medicaments as anti-inflammatory agents, analgesics or light-screening agents and/or for the manufacture of pharmaceutical preparations.

Abstract: A process comprising reacting a 2-methyloxazoline with a 3-methyl-2-buten-1-yl derivative of the formula ##STR1## in which X is halide, sulphonate or phosphate thereby to produce a 2-methyl-3-(3-methyl-2-butenyl)-2-oxazolinium salt of the formula ##STR2## reacting the oxazolinium salt with an alcoholate of the formulaR.sup.5 --O--M (V)in which M is one equivalent of an alkali metal or alkaline earth metal cation, to produce an oxazolidine of the formula ##STR3## pyrolyzing the oxazolidine to produce a 2-methyl-3-(3-methyl-2-butenyl)-oxazolindine of the formula ##STR4## and heating the 2-methylene-3-(3-methyl-2-butenyl)-oxazolidine to produce a 2-(2,2-dimethyl-3-buten-1-yl)-2-oxazoline.

Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substituted-vinylcyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.

Abstract: A 2-oxazoline is separated from an aqueous solution by contacting this solution with a membrane selectively permeable to the 2-oxazoline, removing the 2-oxazoline as a vapor on the other side of the membrane and recovering it by cooling. Polyethylene hollow fibers are particularly desirable membranes, which purify the 2-oxazoline as it is separated from the water.

Abstract: Compounds of Formula I ##STR1## wherein R.sub.1 is the residue of an antiphlogistically effective carboxylic acid of the formula R.sub.1 COOH,n is an integer 1, 2, or 3, andX is oxygen, sulfur, or optionally alkylated nitrogenhave valuable antiinflammatory activity.

Abstract: The invention relates to a process for inverting the configuration in optically active compounds of the formula ##STR1## in which Ar.sub.1 represents a monocyclic or polycyclic, carbocyclic or heterocyclic radical that has at least one ring of aromatic character and is bonded to the oxygen atom by way of a ring carbon atom, preferably of the ring of aromatic character, andR.sub.1 represents an optionally substituted aliphatic, cycloaliphatic or araliphatic hydrocarbon radical,or the salts thereof, characterized in that an optically active compound of the formula ##STR2## having a R(+) or S(-) configuration, in which R.sub.2 represents a monocyclic or polycyclic, carbocyclic or heterocyclic radical, or an optionally substituted aliphatic, cycloaliphatic or araliphatic hydrocarbon radical,is converted, by treating with a strong oxygen-containing inorganic or organic acid or halides thereof, into an optically active compound of the formula ##STR3## in which x.sup..crclbar.

Abstract: The process comprises the steps of:(A) reacting by contacting an anhydrous or substantially anhydrous 2-alkyl-2-oxazoline with formaldehyde in a molar ratio of at least about 1.5 moles of 2-alkyl-2-oxazoline per mole of formaldehyde, thereby forming 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline,(B) recovering the 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline from the reaction product of step (A), and(C) reacting by contacting the 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline and step B with an alkali or alkaline earth metal hydroxide, thereby forming 2-alkenyl-2-oxazoline.As an example, step A was conducted by reacting 2-ethyl-2-oxazoline (4 moles) having less than 1,000 ppm of water with paraformaldehyde (1 mole) at a reaction temperature of 100.degree. C. for approximately 5.5 hours. The excess oxazoline reactant was removed along with water as "overheads" by fractional distillation of the reaction product, leaving the 2-(.alpha.-hydroxymethylethyl)-2-oxazoline in approximately 96 percent yield.

Abstract: A process for producing linear or slightly branched 2-(C.sub.1 to C.sub.3 -alkyl)-.DELTA..sup.2 -oxazoline copolymers from more than 50 mole % of 2-(isopropyl- and/or n-propyl)-.DELTA..sup.2 -oxazoline and less than 50 mole % of 2-(methyl- and/or ethyl)-.DELTA..sup.2 -oxazoline, the copolymers having a viscosity number in the range of 35 to 70 ml/g which is easily reproducible from batch to batch, comprises polymerizing the corresponding monomers in the presence of a cation-active catalyst having an anion of slightly nucleophilic nature, wherein,1. the monomers contain less than 200 mg of water per liter of monomer and less than 0.003% by weight of basic nitrogen, the monomers being obtained by specified purification operations:2.1 the polymerization is discontinuous and is carried out in a stirring vessel having a reflux condenser adequately dimensioned to remove the heat of polymerization by evaporative cooling,2.

Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2, independently, are hydrogen, halogen or lower alkyl; R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7, independently, are hydrogen or lower alkyl; R.sup.8 is hydrogen, lower alkyl or formyl; R.sup.9 and R.sup.10, independently, are methyl or trifluoromethyl; and n is 0 (zero) or, when both R.sup.7 and R.sup.8 are lower alkyl, n is 0 (zero) or 1, prepared, inter alia, from p-aminobenzaldehydes which may be N-alkyl substituted, are described. The compounds of formula I are orally active antidiabetic agents.

Abstract: 2-Substituted-2-oxazolines are prepared by contacting N-(2-hydroxyalkyl)carboxamides with a small but catalytic amount of an organic zinc salt at an elevated temperature.

Abstract: Unsaturated eicosanoic acids and derivatives thereof which inhibit the synthesis of SRS-A are useful for treating and preventing asthma and allergic responses caused by SRS-A as well as useful in inhibiting inflammation.

Abstract: An oxazoline diester capable of rapid air-drying is formed by esterifying the reaction product of a carboxylic acid having non-terminal, alpha, beta unsaturation and tris(hydroxymethyl) aminoethane with a second carboxylic acid. The oxazoline diester can be used as a reactive diluent in an air-drying coating composition or can be homo- or co-polymerized with other ethylenically-unsaturated monomers to form a useful resin for other coating systems.

Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2, independently, are hydrogen, halogen or lower alkyl; R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7, independently, are hydrogen or C.sub.1-3 alkyl; R.sup.8 is hydrogen, lower alkyl or formyl; R.sup.9 and R.sup.10, independently, are methyl or trifluoromethyl; and n is 0 (zero) or, when both R.sup.7 and R.sup.8 are lower alkyl, n is 0 (zero) or 1,prepared, inter alia, from p-aminobenzaldehydes which may be N-alkyl substituted, are described. The compounds of formula I are orally active antidiabetic agents.

Abstract: 1-[2-(4,5-dihydro-4,4-dialkyl-2-oxazolyl)phenyl]-4-(dialkylamino)cyclohexan ol as an intermedate for Spiro cyclohexane-1,1'(3'H)-isobenzofuran)s, which in turn are useful as antidepressants, tranquilizers, analgesics, and anticonvulsants.

Abstract: A process comprising reacting a 2-methyloxazoline of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each indpendently is hydrogen, alkyl, aralkyl, optionally substituted aryl or two of them together form a ring,with a 3-methyl-2-buten-1-yl derivative of the formula ##STR2## in which X is halide, sulphonate or phosphate,thereby to produce a 2-methyl-3-(3-methyl-2-butenyl)-2-oxazolinium salt of the formula ##STR3## reacting the oxazolinium salt with an alcoholate of the formulaR.sup.5 --O--M (V)in whichM is a one equivalent of an alkali metal or alkaline earth metal cation,to produce an oxazolidine of the formula ##STR4## pyrolyzing the oxazolidine to produce a 2-methylene-3-(3-methyl-2-butenyl)-oxazolidine of the formula and heating the 2-methylene-3-(3-methyl-2-butenyl)-oxazolidine to produce a 2-(2,2-dimethyl-3-buten-1-yl)-2-oxazoline of the formula ##STR5## The compounds (II), (III) and (IV) are new.

Abstract: Residual amounts of water and color-causing impurities can be removed from a 2-oxazoline compound by introducing from 0.01 to 25 weight percent of a dialkyl hydrogen phosphite or a halosilane compound to the 2-oxazoline and then distilling the oxazoline. For example, 0.5 weight percent of bis(2-ethylhexyl)hydrogen phosphite was introduced into 100 grams of 2-ethyl-2-oxazoline containing 1000 parts per million (ppm) of water and the mixture was then distilled to yield 2-ethyl-2-oxazoline containing less than 10 ppm of water.

Abstract: Foodstuff flavor and aroma augmenting and enhancing compositions are described containing compositions of matter which include a mixture of (i) 2,4,6-triisobutyl-1,3,5-trioxane and (ii) two 2-isobutyl dialkyloxazolines having the generic structure: ##STR1## wherein R.sub.1 and R.sub.2 are different and each represents ethyl or methyl. Addition of such mixtures to foodstuffs produces chocolate-like, nutty, green, burnt, roasted aromas and tastes. The above-mentioned mixture can only properly be defined by its process for producing same. That is, admixing aqueous ammonia with isovaleraldehyde at a temperature in the range of from about 0.degree. C. up to about 10.degree. C. whereby the reaction of aqueous ammonia with isovaleraldehyde is carried out, using a mole ratio of isovaleraldehyde: ammonia of from 0.5:1 up to 2:1 thereby producing an imine; then reacting the resulting imine with 2-hydroxy-3-pentanone 3-hydroxy-2-pentanone or a mixture thereof at a temperature in the range of from about 30.degree. C.

Abstract: The level of 2-oxazoline or an oxazine impurity in an isocyanatoalkyl ester of an organic carboxylic acid is reduced by (i) reacting the impurity with an organic acid chloride, a chloroformate, a thiochloroformate, a sulfonyl chloride, phosphoryl chloride, sulfuryl chloride or thionyl chloride and (ii) fractionally distilling the reaction mixture to recover the isocyanatoalkyl ester. As an example, crude 2-isocyanatoethyl methacrylate (IEM) containing 0.19 weight percent 2-isopropenyl-2-oxazoline (IPO) is contacted with terephthaloyl chloride for 0.5 hour at 90.degree. C. The reaction mixture is fractionally distilled to recover 97 weight percent of the IEM containing only 0.02 weight percent IPO.

Abstract: Metal salts of hydrocarbyl oxazoline phosphorodithioic acids are novel compounds effective for reducing friction and wear when added to a lubricant.

Abstract: Phosphosulfurized hydrocarbyl oxazoline reacted with nitrogen-containing compounds and certain olefins are novel compounds effective for reducing friction and wear when added to a lubricant.

Abstract: Metal salts of hydrocarbyl oxazoline phosphorodithioic acids are novel compounds effective for reducing friction and wear when added to a lubricant.

Abstract: Metal salts of phosphosulfurized hydrocarbyl oxazoline phosphorodithioic acids are novel compounds effective for reducing friction and wear when added to a lubricant.

Abstract: 1-Aryl-1-hydroxy-2-methylaminopropanes are rearranged from the erythro isomer to the threo isomer by the process of (1) forming the O,N-diacyl derivative of the arylpropanolamine; (2) reacting the product of step (1) with an anhydrous or substantially anhydrous protic acid (thereby forming a novel oxazolinium salt); and (3) reacting the oxazolinium salt from step (2) with an aqueous protic acid. The threo isomer of the arylpropanolamine is thus produced as an amine/acid salt. This salt can be further purified, if desired, by neutralizing the acid/amine salt with caustic isolating the free amine and reprotonating the free base in isopropanol with, for example, anhydrous HCl. This process is particularly applicable to manufacture of d-pseudoephedrine from 1-ephedrine.

Abstract: Certain new adducts of benzotriazole and oxazolines are provided in which the oxazolines may contain alkyl, alkenyl or cycloalkyl radicals of from 6 to about 20 carbon atoms. Lubricant compositions are also provided having excellent anticorrosion characteristics when minor amounts of such adducts are added thereto.

Abstract: 8-Aryl-1,2,3,4-tetrahydroisoquinoline and derivatives thereof having the formula ##STR1## and the non-toxic pharmacologically acceptable acid addition salts thereof; wherein R is hydrogen, benzyl, or an alkyl radical of 1 to 7 carbon atoms; R.sup.1 is hydrogen or an alkyl radical of 1 to 7 carbon atoms; R.sup.2 in each occurrence is hydrogen, an alkyl radical of 1 to 7 carbon atoms or alkoxy radical of 1 to 7 carbon atoms, alike or different; Ar is phenyl optionally substituted with one or more halogen, an alkyl radical of 1 to 7 carbon atoms, or alkoxy radical of 1 to 7 carbon atoms; and n is positive integer less than 4, are disclosed. These compounds are useful because of their anti-arrhythmic, antimicrobial and central nervous system activity.

Abstract: Oxazole is removed from acrylonitrile monomer by contacting the oxazole-containing acrylonitrile with sulfuric acid, forming the novel sulfate salt of the oxazole, separating the oxazole sulfate from the acrylonitrile and, if desired, the oxazole from the oxazole sulfate.

Abstract: Oxazolines having at least one 3,5-dialkyl-4-hydroxypheny l alkanoic acid ester substituent are provided. Such oxazolines are found to be useful an antioxidants in organic substances normally susceptible to oxidative deterioration.

Abstract: A cyclodehydration reaction is described for preparing 2-oxazolines which comprises reacting in liquid phase (a) an N-(2-hydroxyalkyl)carboxamide with (b) a small but catalytic amount of an iron-containing compound. The reaction is normally conducted at elevated temperatures (e.g., 180.degree.-200.degree. C.) and under reduced pressure. Both 2-H- and 2-substituted-2-oxazolines are prepared by this process. For example, 2-H-2-oxazoline and 2-ethyl-2-oxazoline were prepared in 83.1 percent and 90.2 percent yields, respectively, by contacting the appropriate N-(2-hydroxyethyl)carboxamide with ferrous chloride tetrahydrate at temperatures of approximately 180.degree.-200.degree. C./50 mm Hg. Under these conditions, the oxazoline product and water were codistilled from the reaction mixture essentially as fast as they were formed.