AT67948B - Process for the preparation of homologues and substitution products of 2-piperonylquinoline-4-carboxylic acid. - Google Patents

Process for the preparation of homologues and substitution products of 2-piperonylquinoline-4-carboxylic acid.

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Publication number
AT67948B
AT67948B AT67948DA AT67948B AT 67948 B AT67948 B AT 67948B AT 67948D A AT67948D A AT 67948DA AT 67948 B AT67948 B AT 67948B
Authority
AT
Austria
Prior art keywords
homologues
piperonylquinoline
carboxylic acid
substitution products
preparation
Prior art date
Application number
Other languages
German (de)
Original Assignee
Chem Fab Vorm E Schering
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chem Fab Vorm E Schering filed Critical Chem Fab Vorm E Schering
Application granted granted Critical
Publication of AT67948B publication Critical patent/AT67948B/en

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Description

  

   <Desc/Clms Page number 1> 
 



    Verfahren zur Darstellung von Homologen und Substitutionsprodukten der 2-piperonylchinolin-4-karbons2ure.   



    Die in dem D. R. P. Nr. 244497 beschriebene 2-Piperonylchinolin-4-karbonsäure   zeichnet sich vor der 2-Phenylchinolin-4-karbonsäure durch einen besseren Geschmack aus. 



  Man kann nun, wie gefunden wurde, zu völlig geschmackfreien Produkten gelangen, wenn man die Homologen oder Substitutionsprodukte des Anilins mit Piperonal und Brenztraubensäure nach den   üblichen   Methoden kondensiert. 



   Eine   besondere Ausführungsform   der dem vorliegenden Verfahren zugrunde liegenden Kondensationen ist bereits durch das Patent Nr. 63525 geschützt 
 EMI1.1 
 säure in alkoholischer Lösung mehrere Stunden am Kühler gekocht. Während des Kochens scheidet sich die 6-Methyl-2-piperonylchinolin-4-karbonsäure aus. Sie wird über das Natriumsalz gereinigt und schmilzt bei 246 bis 2470. Sie ist in Wasser unlöslich, löslich in heissem Alkohol. 
 EMI1.2 
 säure in alkoholischer Lösung mehrere Stunden gekocht. Die sich ausscheidende 8-Methoxy- -2-piperonylchinolin-4-karbonsäurewirdzweimalausalkalischerLösungdurchSäuregefällt und aus verdünntem alkohl umkristallisiert. Die Verbindung ist unlöslich in Wasser,   löslich   in Alkohol und. Alkalien. 

**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.



   <Desc / Clms Page number 1>
 



    Process for the preparation of homologues and substitution products of 2-piperonylquinoline-4-carboxylic acid.



    The 2-piperonylquinoline-4-carboxylic acid described in D.R.P. No. 244497 is distinguished from the 2-phenylquinoline-4-carboxylic acid by a better taste.



  As has been found, it is now possible to obtain completely tasteless products if the homologues or substitution products of aniline are condensed with piperonal and pyruvic acid by the usual methods.



   A special embodiment of the condensations on which the present process is based is already protected by patent no. 63525
 EMI1.1
 acid boiled in an alcoholic solution for several hours on the cooler. The 6-methyl-2-piperonylquinoline-4-carboxylic acid separates out during boiling. It is purified over the sodium salt and melts at 246 to 2470. It is insoluble in water, soluble in hot alcohol.
 EMI1.2
 acid boiled in alcoholic solution for several hours. The 8-methoxy--2-piperonylquinoline-4-carboxylic acid which precipitates is acid-precipitated twice from alkaline solution and recrystallized from dilute alcohol. The compound is insoluble in water, soluble in alcohol and. Alkalis.

** WARNING ** End of DESC field may overlap beginning of CLMS **.

 

Claims (1)

PATNE-ANSPRUCH: Verfahren zur Darstellung von Homologen und Substitutionsprodukten der 2-Piperonyl- chinolin-4-karbonsäure, darin bestehend, dass man Homologe oder Substitutionsprodukte dos Anilins mit Piperonal und Brenztraubensäure, jedoch unter Ausschluss der durch das Patent Nr. 63 :) 25 gescht1tzten Arbeitsweise kondensiert. **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. PATNE CLAIM: Process for the preparation of homologues and substitution products of 2-piperonylquinoline-4-carboxylic acid, consisting in condensing homologues or substitution products of aniline with piperonal and pyruvic acid, but excluding the procedure protected by patent no. 63 :) 25. ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT67948D 1912-07-08 1913-06-27 Process for the preparation of homologues and substitution products of 2-piperonylquinoline-4-carboxylic acid. AT67948B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE67948X 1912-07-08

Publications (1)

Publication Number Publication Date
AT67948B true AT67948B (en) 1915-02-10

Family

ID=5634174

Family Applications (1)

Application Number Title Priority Date Filing Date
AT67948D AT67948B (en) 1912-07-08 1913-06-27 Process for the preparation of homologues and substitution products of 2-piperonylquinoline-4-carboxylic acid.

Country Status (1)

Country Link
AT (1) AT67948B (en)

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