Abstract: Novel beta-hydroxyalkylcarbamylmethyl aminotriazines function in self-condensation and as crosslinkers for amino resins and also compounds containing active hydrogen groups. The compositions cure to coatings with excellent properties, and they can be used as binders for fillers such as insulating glass and foundry sand.

Abstract: 1,3,5-Tris(1-isocyanatomethylethyl)benzene is disclosed as a component in coating formulations and the like.

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of tetramisole, dl-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives. The compound tetramisole is useful as an anthelmintic.

Abstract: A new and improved process for making phenylisopropylurea derivatives having the formula: ##STR1## wherein R.sup.1 is selected from hydrogen, halogen, alkyl, alkenyl, haloalkyl or R.sup.2 groups and R.sup.2 is selected from phenyl, alkyl-substituted phenyl alkoxy-substituted phenyl or haloalkyl-substituted phenyl is disclosed. The process comprises reacting a substituted urea of the formula: ##STR2## with an alkenyl aromatic compound of the formula: ##STR3## in a polar aprotic solvent, in the presence of an acid catalyst, preferably, sulfuric acid, substituted sulfonic acids or Lewis acids, and stirring the reaction mixture at a temperature of about 20.degree. to 80.degree. C. until formation of the precipitated phenylisopropylurea derivative is substantially complete.

Abstract: Production of tertiary aralkyl urethanes, such as tetramethyl xylylene diurethanes, by addition of corresponding diols and carbamic acid esters at moderate temperatures and in the presence of acid catalyst.

Abstract: A method of sizing paper, comprising applying thereto a sizingly effective amount of a polymer selected from the group consisting of:(a) homopolymers of .alpha.,.alpha.-dimethyl-m-isopropenyl benzyl amine or .alpha.,.alpha.-dimethyl-p-isopropenyl benzyl amine;(b) copolymers of (i) .alpha.,.alpha.-dimethyl-m-isopropenyl benzyl amine or .alpha.,.alpha.-dimethyl-p-isopropenyl benzylamine, and (ii) at least one other ethylenically unsaturated monomer copolymerizable therewith; and(c) acid salts of said homopolymers (a) and copolymers (b).Such homopolymers or copolymers suitably may be prepared as the hydrolysis reaction products of the corresponding homopolymeric or copolymeric isocyanates.

Abstract: Production of tertiary aralkyl isocyanates, such as tetramethyl xylylene diisocyanates, by thermal cracking of corresponding urethanes formed by addition of corresponding olefins and carbamic acid esters at moderate temperatures and in the presence of acid catalyst.

Abstract: A process for production of tertiary aralkyl isocyanates by reaction at low temperatures of the corresponding halides with an excess of isocyanic acid. Manufacture of TMXDI is specifically contemplated.

Abstract: An improved process for the preparation and purification of N-{p-([2,4-diamino-6-pteridinyl)-methyl]methylamino)benzoyl} glutamic acid, also known as methotrexate, using the alkali metal, calcium and zinc salts of N-methyl-p-aminobenzoylglutamate, tetraaminopyrimidine sulfate, 1,1,3-tribromoacetone and the alkali metal and zinc salts of methotrexate.

Abstract: The novel compound, N,N'-methylenebis (hexahydro-2-oxo-1H-azepine-1-carboxamide) which is useful as a blocked isocyanate to introduce the functionality of methylene diisocyanate and which is prepared by the reaction of isocyanic acid and caprolactam followed by reaction with formaldehyde.

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives, and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of the anthelmintic levamisole, (-)-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazols, and its derivatives through conventional resolution procedures. The new process also permits the direct manufacture of optically active 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidone and their 3-acylated derivatives, optically active 1-(2-alkoxyethyl)-4-phenylimidazolidine-2-thiones, and levamisole, the levorotatory isomer of tetramisole, using catalytic amounts of a chiral reducing agent, with the elimination of conventional resolution procedures.

Abstract: A process for production of tertiary benzyl isocyanates by reaction at low temperatures of the corresponding halides with an excess of isocyanic acid.

Abstract: Isocyanic acid is trimerized to cyanuric acid by contacting the isocyanic acid with liquid organic solvent, preferably polar solvent having high dielectric constant. The product is recovered as precipitate of good purity. Conversion and yield are high.

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives, and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of the anthelmintic levamisole, (-)-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives through conventional resolution procedures. The new process also permits the direct manufacture of optically active 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidone and their 3-acylated derivatives, optically active 1-(2-alkoxyethyl)-4-phenylimidazolidine-2-thiones, and levamisole, the levorotatory isomer of tetramisole, using catalytic amounts of a chiral reducing agent, with the elimination of conventional resolution procedures.

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of tetramisole, di-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives. The compound tetramisole is useful as an anthelmintic.

Abstract: This invention relates to the preparation of optically active d-2-aminobutanol by catalytic asymmetric reduction of appropriate dehydro precursors to produce selectively the desired isomer. The same substrates can also be used to prepare the dl-mixture using optically inactive catalysts. The novel substituted-4-ethyl-4-oxazolin-2-one and substituted-4-ethyl-2-oxazolidinone compounds of this invention are useful as intermediates in the production of the antituberculosis drug ethambutol (Myambutol.RTM.).

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of tetramisole, dl-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives. The compound tetramisole is useful as an anthelmintic.

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of tetramisole, dl-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives. The compound tetramisole is useful as an anthelmintic.

Abstract: A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives, and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of the anthelmintic levamisole, (-)-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives through conventional resolution procedures. The new process also permits the direct manufacture of optically active 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidone and their 3-acylated derivatives, optically active 1-(2-alkoxyethyl)-4-phenylimidazolidine-2-thiones, and levamisole, the levorotatory isomer of tetramisole, using catalytic amounts of a chiral reducing agent, with the elimination of conventional resolution procedures.

Abstract: DL-2-Amino-1-butanol, as the free base or a salt, for resolution to d-2-amino-1-butanol, for the synthesis of ethambutol hydrochloride, d,d'-2,2'-(ethylenediimino)di-1-butanol dihydrochloride, is produced in high purity and good yields by the reaction of butene-1, a nitrile, preferably an excess of acetonitrile, and chlorine to form N-[1-(chloromethyl)propyl]acetimidoyl chloride which is hydrolyzed to dl-2-amino-1-butanol hydrochloride. This can be isolated as the hydrochloride, or free base, or a mixture, resolved with L(+)- tartaric acid and the d-2-amino-1-butanol reacted with ethylene dichloride and then hydrochloric acid to form ethambutol hydrochloride. A minimum of by-products which are conveniently split out permits the economical synthesis of a pharmaceutical grade product.