http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0046495-A2

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filingDate 1981-07-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cad21b912f9f61a9b548fedbd380d08a
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publicationDate 1982-03-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0046495-A2
titleOfInvention Method of preparing N-(D)-ribityl-2-phenylazo-4,5-dimethylaniline
abstract 1. im Falle reiner oder praktisch reiner (D)-Ribose (III)n a) diese mit 3,4-Dimethyln i trobenzol (IVa) oder 3,4-Dimethyl (IVb) sowie mit Wasserstoff in Gegenwart eines Hydrierkatalysators, umsetzt, b) die so erhaltene Lösung in an sich bekannter Weise mit einer sauren Phenyldiazoniumsalzlösung (VI) reagieren läßt und c) das hierbei entstehende Verfahrensprodukt wie üblich durch Kristallisation isoliert, noder 2. im Falle von Rohribose, also technisch erhälticher Gemische aus (D)-Ribose und anderen Zuckernn a) die Rohribose mit etwa äquimolaren Mengen, bezogen auf III, 3,4-Dimethylanilin (IVb) und Borsäure umsetzt, b) den Borsäureester der Schiffschen Base aus III und IVb auskristallisieren läßt und abtrennt, c) den Borsäureester mit Wasserstoff in Gegenwart eines Hydrierkatalysators hydriert, d) die vom Katalysator befreite Lösung in an sich bekannter Weise mit einer sauren Phenyldiazoniumsalzlösung umsetzt und e) das hierbei entstehende Verfahrensprodukt 1 wie üblich durch Kristallisation isoliert. Production of N- (D) -Ribityl-2-phenylazo-4,5-dimethylaniline (I) by 1. in the case of pure or practically pure (D) -ribose (III) a) this is reacted with 3,4-Dimethyln i trobenzol (IVa) or 3,4-dimethyl (IVb), as well as with hydrogen in the presence of a hydrogenation catalyst, b) the solution thus obtained can react in a manner known per se with an acidic phenyldiazonium salt solution (VI) and c) the resulting process product is isolated as usual by crystallization, or 2. in the case of Rohribose, ie technically obtainable mixtures of (D) -Ribose and other sugars a) reacting the Rohribose with approximately equimolar amounts, based on III, 3,4-dimethylaniline (IVb) and boric acid, b) the boric acid ester of the Schiff base from III and IVb crystallizes and separates, c) hydrogenating the boric acid ester with hydrogen in the presence of a hydrogenation catalyst, d) the solution freed from the catalyst is reacted in a manner known per se with an acidic phenyldiazonium salt solution and e) the resulting process product 1 is isolated as usual by crystallization.
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