CH284005A - Process for the preparation of a new naphthyridine derivative. - Google Patents

Process for the preparation of a new naphthyridine derivative.

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Publication number
CH284005A
CH284005A CH284005DA CH284005A CH 284005 A CH284005 A CH 284005A CH 284005D A CH284005D A CH 284005DA CH 284005 A CH284005 A CH 284005A
Authority
CH
Switzerland
Prior art keywords
naphthyridine
preparation
new
methyl
naphthyridine derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Cilag
Original Assignee
Cilag Ag
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 Cilag Ag filed Critical Cilag Ag
Publication of CH284005A publication Critical patent/CH284005A/en

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Description

  

  <B>Verfahren zur Darstellung eines neuen</B>     Naphthyridinderivates.            Gegenstand    der Erfindung ist ein Verfah  ren zur Darstellung eines neuen     Naphthyri-          dinderivates,    nämlich des     2,7-Bis-(2'-diäthyl-          aminoäthoxy)        -4-methyl-1,        8-naphthyridins.     



  Es wurde gefunden, dass dieses neue     Naph-          thyridinderivat    eine überraschend gute Wirk  samkeit gegen Kleinorganismen, zum Beispiel  Bakterien,     Protozoen,    Amöben usw., besitzt  und daher als Desinfektionsmittel sowohl für       Gegenstände    als auch für den lebenden Kör  per, insbesondere als Wund-     itnd    Darmdesin  fiziens, wertvoll ist. Die neue Verbindung kann  in Form von Lösungen, Pulvern oder zu  Sprays, Emulsionen, Pasten, Salben, Pudern  verarbeitet, zum Einreiben, Einnehmen, Inji  zieren, Versprühen, Imprägnieren     usw.    ver  wendet werden.  



  Das den Gegenstand des vorliegenden Pa  tentes bildende Verfahren zur Herstellung  des neuen     Naphthyridinderivates    ist     dadureh          gekennzeichnet,    dass man ein     2,7-Dihalogeno-4-          methyl-1,8-naphthyridin    mit     2-Diäthylamino-          äthanol,    zweckmässig in Gegenwart eines Kon  densationsmittels, umsetzt, so dass man das       2,7-Bis    -     (2'-diäthylamino-äthoxy)        -4-methyl-1,        8-          naphthyridin    erhält.

   Vorteilhaft wird ein     Al-          kalialkoholat    des     2-Diäthylaminoäthanols    als  Kondensationsmittel verwendet.  



  Das neue     Naphthyridinderivat    lässt sich  zum Beispiel in Form seiner .Salze isolieren.  Das     Verfahrensprodukt    bildet ein schwach gel  bes Öl vom (Siedepunkt     202-204     (0,008 mm).    Es ist in Wasser schwer löslich,     gut    löslich in  den meisten organischen Lösungsmitteln.         Ausführungsbeispiel:     23,6 g Natrium werden in siedendem To  luol unter starkem     Turbinieren    verteilt     mid     dann 121 g     Diäthylaminoäthanol    langsam zu  gegeben.

   Nach dreistündigem Kochen werden  100 g     2,7-Dichlor-4-methyl    -1,8 -     naphthyridin     in 500     cm?,    heissem     Toluol    gelöst,     zugetropft,     worauf das Gemisch 24 Stunden am     Rückfluss-          kühler    weitergekocht wird. Das entstandene  Kochsalz wird     abfiltriert,    das Filtrat mit Was  ser     gewasehen    und getrocknet. Nach dem     Ver-    .  dampfen des Lösungsmittels wird der     Rüek-          stand    im Hochvakuum rektifiziert.

   Das so er  haltene     2,7@Bis-(2'-diäthylaminoäthoxy)-4-me-          thyl-1,8-naphthyridin    ist ein schwach gelbes  Öl vom ;Siedepunkt 202 bis 204  C (0,008 mm). ;  Es ist in Wasser schwer löslich,     gut,löslich     aber in den meisten organischen Lösungsmit  teln. Ausbeute: 125     g.  



  <B> Process for the preparation of a new </B> naphthyridine derivative. The invention relates to a process for the preparation of a new naphthyridine derivative, namely 2,7-bis (2'-diethylaminoethoxy) -4-methyl-1,8-naphthyridine.



  It has been found that this new naphthyridine derivative has a surprisingly good effectiveness against small organisms, for example bacteria, protozoa, amoeba, etc., and therefore as a disinfectant both for objects and for the living body, in particular as an intestinal disinfectant fiziens, is valuable. The new compound can be processed in the form of solutions, powders or sprays, emulsions, pastes, ointments, powders, for rubbing in, ingesting, injecting, spraying, impregnating, etc. used ver.



  The subject of the present patent forming process for the preparation of the new naphthyridine derivative is characterized by the fact that a 2,7-dihalogeno-4-methyl-1,8-naphthyridine with 2-diethylaminoethanol, expediently in the presence of a condensation agent, reacted so that the 2,7-bis (2'-diethylamino-ethoxy) -4-methyl-1,8-naphthyridine is obtained.

   An alkali metal alcoholate of 2-diethylaminoethanol is advantageously used as the condensing agent.



  The new naphthyridine derivative can be isolated, for example, in the form of its salts. The process product forms a pale yellow oil with a boiling point of 202-204 (0.008 mm). It is sparingly soluble in water, readily soluble in most organic solvents. Example: 23.6 g of sodium are distributed in boiling toluene with vigorous turbines Then slowly added 121 g of diethylaminoethanol.

   After three hours of boiling, 100 g of 2,7-dichloro-4-methyl -1,8-naphthyridine, dissolved in 500 cm? Of hot toluene, are added dropwise, whereupon the mixture is refluxed for a further 24 hours. The resulting common salt is filtered off, the filtrate washed with water and dried. After the ver. When the solvent is evaporated, the residue is rectified in a high vacuum.

   The 2,7 @ bis (2'-diethylaminoethoxy) -4-methyl-1,8-naphthyridine obtained in this way is a pale yellow oil with a boiling point of 202 to 204 ° C. (0.008 mm). ; It is sparingly soluble in water, well, but soluble in most organic solvents. Yield: 125 g.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Naphthyridinderivates, dadurch gekennzeich net, dass man ein 2,7-Dihalogeno-4-methyl-1,8- naphthyridin mit 2-Diäthylaminoäthanol um setzt, so da.ss man das '2,7-Bis- (2'-diäthylamino- äthoxy)-4-methyl-1,8-naphthyridin erhält. Das Verfahrensprodukt bildet ein schwach. gelbes Öl vom Siedepunkt 202 bis 204 (bei 0,008 mm). PATENT CLAIM: Process for the preparation of a new naphthyridine derivative, characterized in that a 2,7-dihalo-4-methyl-1,8-naphthyridine is implemented with 2-diethylaminoethanol, so that the '2,7-bis - (2'-diethylaminoethoxy) -4-methyl-1,8-naphthyridine is obtained. The process product forms a weak. yellow oil from boiling point 202 to 204 (at 0.008 mm). Es ist in Wasser schwer löslich, geit löslich aber in den meisten organischen Lösun-smitteln. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Umset- zung in Gegenwart eines Kondensationsmittels vornimmt. 2. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet. dass man ein Alkalialkoholat des 2-Diäthy1- aminoäthaiiols als Kondensationsmittel ver wendet. It is sparingly soluble in water, but is soluble in most organic solvents. SUBClaims: 1. Process according to patent claim, characterized in that the conversion is carried out in the presence of a condensing agent. 2. The method according to claim and dependent claim 1, characterized. that one uses an alkali metal alcoholate of 2-diethy1- aminoäthaiiol as a condensing agent.
CH284005D 1948-08-31 1948-08-31 Process for the preparation of a new naphthyridine derivative. CH284005A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH268331T 1948-08-31
CH284005T 1948-08-31

Publications (1)

Publication Number Publication Date
CH284005A true CH284005A (en) 1952-06-30

Family

ID=25731005

Family Applications (1)

Application Number Title Priority Date Filing Date
CH284005D CH284005A (en) 1948-08-31 1948-08-31 Process for the preparation of a new naphthyridine derivative.

Country Status (1)

Country Link
CH (1) CH284005A (en)

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