Alzchem Trostberg Gmbh

Skw Trostberg Aktiengesellschaft

Monsanto Technology LLC

Degussa Aktiengesellschaft

Alzchem Ag

Franz Thalhammer

Jürgen Sans

Thomas Güthner

Jurgen Graefe

Stefan Weiss

Benedikt Hammer

Thomas Gastner

Martin G Hitzler

Stephan Winkler

Helmut Tautz

Gisela Vohburger

Ingo Schnapperelle

Olivia Müller

The present invention relates to a method for preparing N-(aminoiminomethyl)-2-aminoacetic acid comprising N-(aminoiminomethyl)-2-aminoacetic acid in a thermodynamically metastable crystal modification.

Process for the preparation of a metastable crystal modification of N-(aminoiminomethyl)-2-aminoethanoic acid (IV)

The present invention relates to a novel crystal modification of N-(aminoiminomethyl)-2-aminoacetic acid, crystal mixtures, and a process for preparing said crystal modification and said crystal mixtures.

Process for the preparation of a metastable crystal modification of n-(aminoiminomethyl)-2-aminoacetic acid (III)

The invention relates to a concentrate for preparing a drinkable solution, containing an N-(aminoiminomethyl)-2-aminoethanoic acid solution which has an N-(aminoiminomethyl)-2-aminoethanoic acid concentration exceeding the known range.

Concentrate for preparing a drinkable solution (II)

The present invention relates to a new crystal modification of N-(aminoiminomethyl)-2-aminoacetic acid as well as a method for producing this crystal modification.

Metastable crystal modification and method for producing the same (I)

The present invention relates to a multi-step process for the production of dihydrolipoic acid, which can particularly be carried out as a one-pot reaction and without isolation of intermediates.

Process for the production of dihydrolipoic acid

A process for producing creatine, creatine monohydrate or guanidinoacetic acid is proposed, wherein firstly N-methylethanolamine or ethanolamine is catalytically dehydrogenated in each case in alkaline solution and the sarcosinate or glycinate solutions that are obtained in this manner are finally reacted under acidic conditions with a guanylating agent such as for example O-alkylisourea or cyanamide. In this manner products are obtained in high yields and very good purity where in contrast to the prior art no traces whatsoever of hydrocyanic acid, formaldehyde, chloroacetic acid or ammonia are present. The formation of the toxicologically critical dihydrotriazine is also avoided.

Process for preparing creatine, creatine monohydrate or guanidinoacetic acid

A process is described for preparing sodium dicyanamide, in which cyanamide is reacted simultaneously with sodium hydroxide solution and cyanogen chloride in aqueous solution at temperatures of 20 to 100&#xb0; and a pH of 7.0 to 10.0. By means of the inventive process it is possible, starting from raw materials which are available in technical-grade quality, to prepare sodium dicyanamide in good yields of 75 to 95% and very high purities of up to 100% in a very environmentally friendly manner, for which reason this process is particularly highly suitable for the industrial scale.

Method of producing sodium dicyanamide

The invention relates to a method for producing N-(phosphonomethyl)glycine involving the following steps: (a) oxidizing N-(phosphonomethyl)iminodiacetic acid (PMIDA) with peroxides or oxygen in an aqueous medium and in the presence of a heterogeneous catalyst at a temperature ranging from 50 to 150&deg; C.; (b) subsequently separating the solid catalyst out of the aqueous reaction suspension of step (a); (c) concentrating the clear reaction solution from step (b), especially by evaporation, and; (d) separating the N-(phosphonomethyl)glycine out of the concentrated reaction solution from step (c), especially by filtration. According to the invention, the aqueous reaction solution from step (d) (mother liquor) is returned with small amounts of N-(phosphonomethyl)glycine and byproducts to step (b) (catalyst separation) and/or to step (c) (concentration). This results in distinctly increasing the yield with a constant product purity and in noticeably reducing the amount of mother liquor.

Method for producing n-(phosphonomethyl) glycine

In order to produce a purine of the general formula (I), ##STR1## in which R.sup.1 and R.sup.2 can be the same or different and denote H, OH, SH, NH.sub.2, N-(di)-alkyl, halogen, O-alkyl, S-alkyl, alkyl or aryl and alkyl represents an aliphatic residue with 1 to 4 carbon atoms and aryl represents a phenyl residue which is substituted if desired by CH.sub.3, OH, NH.sub.2 or halogen, from the corresponding 4-amino-5-nitrosopyrimidine of formula (II), ##STR2## in which R.sup.1 and R.sup.2 have the above-mentioned meaning, the compound of formula (II) is reductively formylated in a solvent at a temperature of 80.degree. to 220.degree. C. in the presence of formic acid and a catalyst based on a noble metal and the 4-amino-5-formylaminopyrimidine formed as an intermediate is cyclized.

Production of purines via reductive formylation

Disclosed is a process for the preparation of 5-formylaminopyrimidines of the general formula: ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are the same or different and signify H, OH, SH, NH.sub.2, alkylamino, halogen, O-alkyl, S-alkyl or alkyl, as well as aryl, and alkyl is an aliphatic radical containing up to 4 carbon atoms, from the corresponding 5-nitrosopyrimidines of the general formula: ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the same meanings as above, wherein the starting compound is subjected to a reductive formylation in the presence of a noble metal catalyst, as well as of formic acid and of a salt thereof.

Process for the preparation of 5-formylaminopyrimidines

A process for the production of 2-cyanoiminothiazolidine by reaction of 2-aminoethanethiol (cysteamine) with a dialkyl-N-cyanoimidocarbonate.

Process for the production of 2-cyanoiminothiazolidine

The present invention provides a process for the preparation of N-cyanoimidocarbonates of the general formula: ##STR1## in which R.sup.1 and R.sup.2 are the same and are alkyl radicals containing up to 4 carbon atoms or R.sup.1 and R.sup.2 are joined together to give an ethylene or propylene chain which is optionally substituted by an alkyl radical containing up to 3 carbon atoms, wherein an imidocarbonate obtained in aqueous alkaline solution from the appropriate alcohol and cyanogen chloride is added with an acid to an aqueous solution of cyanamide in such a manner that the reaction mixture has a pH value of from 3 to 8.

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Trostberg, Germany

Franz Thalhammer