Abstract: Processes for reacting arylvinyl oxides and alkoxyethylamines to provide novel N-substituted alkoxyethylamines; processes for reacting the novel N-substituted amines with nitriles to provide novel amidoamines; processes for preparing novel diamines from the amidoamines, together with the novel nitrogen-containing products so produced, such products being useful for the preparation of various imidazothiazoles including tetramisole.

Abstract: Processes for reacting aryl vinyl compounds, nitriles, and halogens to provide imidoyl halides; processes for preparing amidine hydrohalides from the imidoyl compounds; processes for producing novel imidazolines from the amidine hydrohalides; processes for preparing novel amidoamines from the imidazolines; processes for preparing novel diamines from the amidoamines, together with novel nitrogen-containing products so produced, such products being useful for the production of various imidazothiazoles including tetramisole.

Abstract: Processes for separating racemic trans-1,2-cyclic dicarboxylic acids by dissolving the racemic acid and a resolving agent such as cinchonidine in a solvent and cooling the solvent to form crystals rich in d-trans-1,2-cyclobutane dicarboxylic acid, the d-trans acid being recovered for use in preparing optically active materials.

Abstract: Dehydrogenation processes comprising contacting 1-(2-alkoxyalkyl)-4-aryl-2-imidazolidone with catalysts comprising a noble metal adsorbed on a carrier to produce 1-(2-alkoxyalkyl)-4-aryl-4-imidazolin-2-ones, the dehydrogenation products being useful for synthesis with prochiral catalysts to provide enantiomerically enhanced imidazolidones.

Abstract: A method for the attainment of enhanced enantioselectivity in the reduction of 3-acyl derivatives of 1-(2-alkoxyethyl)-4-phenyl-imidazolin-2-ones to the optically active 3-acyl derivatives of 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones for use in the direct manufacture of levamisole, (-), 2, 3, 5, 6-tetrahydro-6-phenylimidazo-[2,1-b]-thiazole, useful as an anthelmintic has been discovered. The method involves the preferred use of iodide salts of Rh(I) complexes of optically active bis-tertiary phosphines to achieve maximum enantioselectivity. The methods for preparing the iodide salts are disclosed.

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.