Hoechst Aktiengesellschaft

Michael Mitzlaff

Klaus Warning

Rudolf Pistorius

Harald Jensen

Jurgen Cramer

Erwin Schmidt

Manfred Hofinger

Hartmut Pietsch

Werner Ritschel

Hermann Hoffmann

Herbert Wirtz

Klaus Dehmer

Horst Schnabel

Dietrich Wolter

Fatty acid esters of oxalkylated alkylalkylenediamines, which may be quaternized:

Esters of fatty acids, which may be quaternized, from oxalkylated

Bipolar electrodes of graphite or glassy carbon are provided on the cathode side with metal nets of a material reducing the hydrogen overvoltage, such as nickel, copper, titanium, steel or brass and between the metal nets and the next anode a spacer made of an insulating material is inserted.

Bipolar electrode for anodic processes in undivided cells

N-Vinyl-N-alkyl-carboxylic acid amides are prepared, starting from N-ethyl-carboxylic acid amides, in a 3-stage process consisting of the following stages:

Process for the preparation of N-vinyl-N-alkyl-carboxylic acid amides

N-.alpha.-alkoxyethyl-carboxylic acid amides are prepared by anodic alkoxylation of N-ethyl-carboxylic acid amides with an alcohol in an electrolytic cell using vitreous carbon as anode material and at least one alkali metal and/or tetraalkyl-ammonium alkosulfate as supporting electrolyte.

Process for the manufacture of N-.alpha.-alkoxyethyl-carboxylic acid

Special cyclic enamides are prepared by splitting off alcohols catalytically from the corresponding alkoxylated cyclic amides, in the presence of at least one tetraalkylammonium and/or alkali metal salt of tetrafluoroboric acid and/or of hexafluorophosphoric acid as the catalyst, at a temperature of from about 120.degree. to 250.degree. C., distilling off the detached alcohol and isolating the formed enamide in known manner. Particularly preferred starting compounds are those cyclic amides which have been obtained by anodic alkoxylation of corresponding cyclic N-compounds in an alcohol in the presence of supporting electrolytes which are identical with the catalysts subsequently used for splitting off the alcohol, and by distilling off the alcohol from the reaction batch. The enamides are valuable starting products and intermediates for various syntheses, for example, syntheses of prostaglandins and of other pharmaceuticals.

Process for the preparation of cyclic enamides

Novel alkoxy derivatives of N-substituted cyclic amines of the formula ##STR1## where R.sup.1 is hydrogen, an alkyl group having from 1 to 8 carbon atoms, an aryl group having from 6 to 10 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms, an aralkoxy or aroxy group,

Process for preparing fungicidal monoalkoxy and dialkoxy N-substituted

Compounds of the formula ##STR1## in which R.sup.4 represents an alkyl radical having from 1 to 4 carbon atoms, R.sup.5 represents a linear or branched alkylene radical having from 1 to 10 carbon atoms in the chain which may be substituted by groups which are not reactive under the applied conditions, and R.sup.6 represents hydrogen or a branched alkyl radical having from 3 to 10 carbon atoms with a secondary or tertiary N-.alpha.-C atom, are prepared by anodic alkoxylation of lactams of the formula ##STR2## with an alcohol of the formula R.sup.4 OH, in which formulae R.sup.4, R.sup.5 and R.sup.6 have the aforesaid meaning, in the presence of at least one alkali metal or tetraalkylammonium tetrafluoroborate, hexafluoroborate or nitrate as conducting salt, at a temperature of up to about 100.degree. C in an electrolytic cell with stationary or flowing electrolyte. Some of the products are novel. They can be used as intermediates for the manufacture of pharmaceuticals, antistatic agents in textile industries and as intermediates for polymerization reactions and for the preparation of .alpha.-amino-.alpha., .omega.-dicarboxylic acids.

.omega.-Alkoxy derivatives of lactams and process for their manufacture

Compounds of the formula ##STR1## in which R.sup.4 represents an alkyl radical having from 1 to 4 carbon atoms, R.sup.5 represents a linear or branched alkylene radical having from 1 to 10 carbon atoms in the chain which may be substituted by groups which are not reactive under the applied conditions, and R.sup.6 represents hydrogen or a branched alkyl radical having from 3 to 10 carbon atoms with a secondary or tertiary N-.alpha.-C atom, are prepared by anodic alkoxylation of lactams of the formula ##STR2## with an alcohol of the formula R.sup.4 OH, in which formulae R.sup.4, R.sup.5 and R.sup.6 have the aforesaid meaning, in the presence of at least one alkali metal or tetraalkylammonium tetrafluoroborate, hexafluoroborate or nitrate as conducting salt, at a temperature of up to about 100.degree. C. in an electrolytic cell with stationary or flowing electrolyte. Some of the products are novel. They can be used as intermediates for the manufacture of pharmaceuticals, antistatic agents in textile industries and as intermediates for polymerization reactions and for the preparation of .alpha.-amino-.alpha.,.omega.-dicarboxylic acids.

Compounds of the formula ##STR1## in which R.sup.4 represents an alkyl radical having from 1 to 4 carbon atoms,

Omega-alkoxy derivatives of lactams

.omega.,.omega.-Dialkoxycarboxylic acid derivatives I (amides and esters) are prepared by heating .omega.-alkoxylactams II with hydrogen halide in an alcohol. When using only a catalytical quantity of hydrogen halide, there are obtained the amides, when using a quantity of hydrogen halide which is at least about equimolar, there are obtained the esters of the corresponding .omega.,.omega.-dialkoxycarboxylic acids. Since the compounds I are acetals, they may be readily converted into the corresponding .omega.-formyl compounds. Both the acetals I and the corresponding .omega.-formyl compounds are valuable intermediates for the synthesis of for example prostaglandins, sexual attractants and antioxidants.

Process for the preparation of .omega.,.omega.-dialkoxycarboxylic acid

Trimeric piperideins and trimeric pyrrolidine are prepared by saponification of 1-acyl-2-alkoxypiperidines or pyrrolidines of the general formula ##STR1## in which n means 2 or 3 R.sub.1 represents hydrogen or a linear or branched C.sub.1 -C.sub.4 alkyl radical and

Process for preparing trimeric .DELTA..sup.1 -piperideins and trimeric

Fungicidal alkoxy mono- and dialkoxy N-substituted cyclic amines

N-.alpha.-alkoxyethyl carboxylic compounds of the formula ##STR1## wherein R.sup.5 means hydrogen, an alkyl group having from 1 to 6 carbon atoms or an aryl group having from 6 to 10 carbon atoms, especially hydrogen or a methyl group, and Wherein R.sup.6 means an alkyl group having from 1 to 6 carbon atoms, especially a methyl group, Are prepared by electrolysis of secondary N-ethylcarboxylic acid amides of the formula ##STR2## with alcohols of the formula R.sup.6 OH, R.sup.5 and R.sup.6 having the aforesaid meaning, while employing tetraalkyl ammonium tetrafluoroborates, tetraalkyl ammonium hexafluorophosphates as well as alkali-tetrafluoroborates as conducting salts and a current quantity of at least 2.5 Faraday/mole of N-ethylcarboxylic acid amide. The N-.alpha.-alkylethyl compounds are valuable intermediate products for the preparation of N-vinyl carboxylic acid amides which may then be converted to water-soluble polymers having multiple properties for technical application.

Process for preparing N-(.alpha.-alkoxyethyl)-carboxylic acid amides

N-(.alpha.-alkoxyethyl)-carboxylic acid amides of the ##EQU1## where R.sup.1 is H or lower alkyl and R.sup.2 is lower alkyl, are prepared by anodic alkoxylation of a N-acyl-.alpha.-aminopropionic acid neutralized at a rate of from 3 to 50 mole % with an alcohol R.sup.2 OH. The compounds are valuable intermediate products for the preparation of N-vinylcarboxylic acid amides which may be converted to water-soluble polymers having multiple technological properties.

Growing community of inventors

Bad Homburg, Germany

Michael Mitzlaff