Bayer Aktiengesellschaft

Helmut Kraus

Alexander Klausener

Gerhard Marzolph

Heinz-Ulrich Blank

Helmut Fiege

Heinz U Blank

Hans-Joachim Diehr

Nikolaus Muller

Hans-Joachim Traenckner

Andreas Krebs

Horst Behre

Hans Lindel

Heinz Landscheidt

Bernhard Beitzke

Hauke Furstenwerth

Robert Sollner

Rosemarie Wodarsch

The invention relates to N-unsubstituted imidic ester alkyl sulphates, N-unsubstituted amidinium alkyl sulphates and a process for their preparation, which is characterized in that carboxamides are converted with sulphuric diesters into the corresponding imidic ester alkyl sulphates, which are reacted further with ammonia to give the analogous amidinium alkyl sulphates.

N-unsubstituted amidinium salts

Process for preparing 2-substituted 5-formylthiazoles

N-Unsubstituted 3-chlorobenzisothiazoles are obtained by reacting N-unsubstituted benzisothiazolones with phosgene in the presence of catalysts.

Process for preparing 3-chlorobenzisothiazoles

5-Hydroxymethylthiazole is prepared in an improved manner by reducing 5-formylthiazole using a borane compound. Particularly advantageous in this case is the use of 5-formylthiazole which has been obtained by reaction of a 2-halomalonaldehyde compound with thioformamide in the presence of less than 5% by weight of water (based on the reaction mixture).

Process for the preparation of 5-hydroxymethylthiazole

2-(Arylimino-methyl)-3-dialkylaminoacrylonitriles can be obtained by reaction of .beta.-anilino-acrylonitriles with ortho-formamides. They are suitable as starting substances for the preparation of 4-amino-5-iminiummethylene-2-pyrimidines or 4-amino-5-formyl-2-pyrimidines.

2-(arylimino-methyl)-3-dialkylaminoacrylonitriles, a process for their

2-Chloro-5-(N-acyl-aminomethyl)pyridines can be prepared by hydrogenation of 2-chloro-5-cyanopyridine with hydrogen in an acylating agent using a hydrogenation catalyst.

Process for the preparation of N-acylated 2-chloro-5-aminomethylpyridines

The reaction of nitrogen dioxide with hydrogen chloride to give nitrosyl chloride and nitric acid can be advantageously carried out in cocurrent in a reactor in such a way that the reactants are introduced at the bottom and the nitrosyl chloride is taken off at the top and the nitric acid is taken off at the bottom of the reactor.

Process for the continuous preparation of nitrosyl chloride

6-Amino-nicotinonitriles of the formula ##STR1## can be prepared by reacting methylene-glutacononitriles of the formula ##STR2## with nitrogen compounds of the formula

Process for the preparation of 6-amino-nicotinonitriles

2-Amino-5-aminomethyl-pyridine, of the formula ##STR1## can be prepared by reacting substituted methylene-glutaconic acid dinitrile of the formula ##STR2## having the meaning of R.sup.1 as given in the general description, at from 50.degree. to 200.degree. C., initially with from 3 to 20 mol of ammonia and then, in the presence of a hydrogenation catalyst, with hydrogen. The hydrogen is present an a partial pressure of from 10 to 250 bar. The reaction can be carried out with or without solvent.

Process for the preparation of 2-amino-5-aminomethyl-pyridine

Aminomethylenated glutaconic acid dinitriles of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.4 -C.sub.8 -alkoxyalkenyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.6 -C.sub.12 -aryl, C.sub.7 -C.sub.10 -aralkyl or a 5- to 8-membered, saturated or unsaturated heterocyclic ring containing 1 or 2 heteroatoms from the group comprising N, O and S, are obtained by reacting 3-amino-acrylonitriles of the formula ##STR2## in which the radicals R.sup.1 and R.sup.2 have the meaning mentioned, with one another at from 0.degree. to 100.degree. C. in the presence of at least 0.5 equivalents of an acidic compound.

Process for the preparation of a mixture of aminomethylenated glutaconic

2,5-Disubstituted pyridines of the formula ##STR1## can be prepared by reacting enamines of the formula ##STR2## with .beta.-amino-acrylonitriles of the formula ##STR3## and treating the open-chain intermediate, which represents a R-R.sup.1 -5-amino-penta-2,4-dienonitrile, with protic acids or with ammonia.

Process for the preparation of 2,5-disubstituted pyridines

The title compounds of the formula ##STR1## can be prepared by reacting methylene-glutaconic acid dinitriles of the formula

Process for the preparation of 2-halogeno-5-cyano pyridines

.beta.-Aminoacrylic acid esters can be prepared by reacting acetic acid esters of the formula

Process for the preparation of .beta.- aminoacrylic acid esters

The invention relates to a novel process for preparing chloromethylpyridines of the general formula (I) ##STR1## in which n represents the numbers 0,1,2 or 3 and

Process for preparing chloromethylpyridines

Process for the preparation of compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, X and n have the meaning given in the description, by reacting acetates with carbon monoxide in the presence of a basic auxiliary, followed by alkylation. The products are intermediates for fungicidal acrylates.

Growing community of inventors

Cologne, Germany

Helmut Kraus