CH175878A - Process for the preparation of 1-methyl-4-methoxy-3-N- (Y-methoxy-B-oxypropyl) -n-butylaminobenzene. - Google Patents

Process for the preparation of 1-methyl-4-methoxy-3-N- (Y-methoxy-B-oxypropyl) -n-butylaminobenzene.

Info

Publication number
CH175878A
CH175878A CH175878DA CH175878A CH 175878 A CH175878 A CH 175878A CH 175878D A CH175878D A CH 175878DA CH 175878 A CH175878 A CH 175878A
Authority
CH
Switzerland
Prior art keywords
methoxy
methyl
butylaminobenzene
oxypropyl
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH175878A publication Critical patent/CH175878A/en

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Description

  

  Verfahren zur Darstellung von     1-Methyl-4-methoxy-3-N-(r-methoxy-ss-oxypropyl)-n          butylaminobenzol.       Gemäss dem im Hauptpatent beschriebenen  Verfahren erhält man     N-(r-Äthoxy-@-oxypro-          pyl)-n-butylaminobenzol,    indem man     Epichlor-          hydrin    auf     n-Butylaminobenzol    bei erhöhter  Temperatur zur Einwirkung bringt und das  so erhaltene Produkt mit     äthylalkoholischem     Alkali weiter umsetzt.  



  Wie nun weiter gefunden wurde, kann  man in ganz analoger     Weise    auch das 1       Methyl-4-methoxy-3-N-(r-methoxy-ss-oxypro-          pyl)-n-butylaminobenzo1    herstellen, wenn man       Epichlorhydrin    auf     1-Methyl-4-methoxy-3-          butylaminobenzol    bei erhöhter Temperatur  einwirken lässt und das erhaltene Produkt mit       methylalkoliolischemAlkali    umsetzt. Die neue  Verbindung soll als Zwischenprodukt für die  Herstellung von     Farbstoffen    dienen.  



  <I>Beispiel 1:</I>  193 Teile     1-Methyl-4-methoxy-3-butyl-          aminobenzol    werden mit 93,5 Teilen Epichlor-         hydrin    innerhalb 2 Stunden auf 150<B>'</B>erhitzt  und während 4 Stunden bei dieser Temperatur  gehalten. Nach dem Abkühlen kocht man  das Reaktionsprodukt mit einer Lösung von  45 Teilen Natronlauge in 500 Teilen Methanol  und arbeitet dann das Produkt wie in Bei  spiel 1 des Hauptpatentes auf. Es werden  erhalten 160 Teile     1-Methyl-4-methoxy-3-N-          (r-        methoxy-ss-oxypropyl)        -n-butyl        aminobenzol.     186-187<B>0</B>.  



  <I>Beispiel 2</I>  193 Teile     1-Methyl-4-methoxy-3-butyl-          aminobenzol    werden mit 140 Teilen     Epichlor-          hydrin    innerhalb 2 Stunden auf<B>1500</B> erhitzt  und während 4 Stunden bei dieser Temperatur  gehalten. Nach dem Abkühlen kocht man das  Reaktionsprodukt mit einer Lösung von 70  Teilen Natronlauge in 1000 Teilen Methanol  und arbeitet dann das Produkt wie in Bei  spiel 2 des Hauptpatentes auf.

   Es werden er-           halten        170        Teile        =        60%        der        Theorie    1       Methyl-4-methoxy-3-N-(r-methoxy-p-oxypro-          pyl)-n-butylaminobenzo1.        gpii    = 186-1870.



  Process for the preparation of 1-methyl-4-methoxy-3-N- (r-methoxy-ss-oxypropyl) -n butylaminobenzene. According to the process described in the main patent, N- (r-ethoxy - @ - oxypropyl) -n-butylaminobenzene is obtained by exposing epichlorohydrin to n-butylaminobenzene at an elevated temperature and the product obtained in this way with ethyl alcoholic alkali implements.



  As has now been found, 1-methyl-4-methoxy-3-N- (r-methoxy-ss-oxypropyl) -n-butylaminobenzo1 can also be prepared in a completely analogous manner if epichlorohydrin is converted to 1-methyl- 4-methoxy-3-butylaminobenzene is allowed to act at an elevated temperature and the product obtained is reacted with methyl alcoholic alkali. The new compound will serve as an intermediate in the manufacture of dyes.



  <I> Example 1: </I> 193 parts of 1-methyl-4-methoxy-3-butyl-aminobenzene are heated to 150 <B> '</B> with 93.5 parts of epichlorohydrin within 2 hours and during Maintained at this temperature for 4 hours. After cooling, the reaction product is boiled with a solution of 45 parts of sodium hydroxide solution in 500 parts of methanol and the product is then worked up as in Example 1 of the main patent. 160 parts of 1-methyl-4-methoxy-3-N- (r-methoxy-ss-oxypropyl) -n-butyl aminobenzene are obtained. 186-187 <B> 0 </B>.



  <I> Example 2 </I> 193 parts of 1-methyl-4-methoxy-3-butyl-aminobenzene are heated with 140 parts of epichlorohydrin to <B> 1500 </B> within 2 hours and at this for 4 hours Temperature held. After cooling, the reaction product is boiled with a solution of 70 parts of sodium hydroxide solution in 1000 parts of methanol and the product is then worked up as in Example 2 of the main patent.

   170 parts = 60% of theory are obtained: 1-methyl-4-methoxy-3-N- (r-methoxy-p-oxypropyl) -n-butylaminobenzo1. gpii = 186-1870.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 1-Methyl- 4-methoxy-3-N-(r-methoxy-ss - oxypr opyl) - n - butylaminobenzol, dadurch gekennzeichnet, dass man Epichlorhydrin auf 1-1fIethyl-4-me- thoxy-3-butylaminobenzol bei erhöhter Tempe ratur einwirken lässt und das erhaltene Pro dukt mit methylalkoholischem Alkali umsetzt; das so erhaltene Endprodukt hat den gpll = 186-1870. PATENT CLAIM: Process for the preparation of 1-methyl-4-methoxy-3-N- (r-methoxy-ss-oxypr opyl) -n-butylaminobenzene, characterized in that epichlorohydrin is converted to 1-1fIethyl-4-methoxy- 3-butylaminobenzene can act at elevated tempe temperature and the product obtained reacts with methyl alcoholic alkali; the end product obtained in this way has gpll = 186-1870.
CH175878D 1933-04-27 1934-02-05 Process for the preparation of 1-methyl-4-methoxy-3-N- (Y-methoxy-B-oxypropyl) -n-butylaminobenzene. CH175878A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE175878X 1933-04-27
CH172363T 1934-02-05

Publications (1)

Publication Number Publication Date
CH175878A true CH175878A (en) 1935-03-15

Family

ID=25719182

Family Applications (1)

Application Number Title Priority Date Filing Date
CH175878D CH175878A (en) 1933-04-27 1934-02-05 Process for the preparation of 1-methyl-4-methoxy-3-N- (Y-methoxy-B-oxypropyl) -n-butylaminobenzene.

Country Status (1)

Country Link
CH (1) CH175878A (en)

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