DE603808C - Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes - Google Patents

Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes

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Publication number
DE603808C
DE603808C DEI46540D DEI0046540D DE603808C DE 603808 C DE603808 C DE 603808C DE I46540 D DEI46540 D DE I46540D DE I0046540 D DEI0046540 D DE I0046540D DE 603808 C DE603808 C DE 603808C
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DE
Germany
Prior art keywords
aminobenzenes
oxypropyl
alkoxy
preparation
oxyaethylated
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEI46540D
Other languages
German (de)
Inventor
Dr Hans Lange
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
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
Priority claimed from DEI46126D external-priority patent/DE601997C/en
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI46540D priority Critical patent/DE603808C/en
Application granted granted Critical
Publication of DE603808C publication Critical patent/DE603808C/en
Expired legal-status Critical Current

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Description

Verfahren zur Darstellung oxyäthylierter (2,Alkoxy-ß-oxypropyl)-Aminobenzole Durch das Hauptpatent Gor 997 ist die Darstellung oxyäthylierter (ß, y-Dioxypropyl)-Aminobenzole durch Behandeln von (ß, y-Dioxypropyl)-Aminobenzolen mitÄthylenoxyd unter Druck bei erhöhter Temperatur geschützt. Die erhaltenen tertiären Amine lassen sich im Vakuum unzersetzt destillieren.Process for the preparation of oxyethylated (2, alkoxy-ß-oxypropyl) aminobenzenes The main patent Gor 997 is the representation of oxyethylated (ß, γ-dioxypropyl) -aminobenzenes by treating (β, γ-dioxypropyl) aminobenzenes with ethylene oxide under pressure protected at elevated temperature. The tertiary amines obtained can be im Distill vacuum without decomposition.

Wie nun gefunden wurde, lassen sich auch die y-Alkyläther der betreffenden sekundären Amine der gleichen Umsetzung unterwerfen, wobei ebenfalls im Vakuum unzersetzt destillierbare tertiäreAmine der allgemeinen Formel in vorzüglicher Ausbeute erhalten werden. Die Basen sind wertvolle Zwischenprodukte für Farbstoffe. Die y-Alkyläther -der dioxypropylierten aromatischen Amine werden z. B. nach der Arbeitsweise von C o h n und F r i e d 1 ä n d e r, Berichte 37 119041 S. 3034, erhalten.As has now been found, the γ-alkyl ethers of the secondary amines in question can also be subjected to the same reaction, with tertiary amines of the general formula which can also be distilled without decomposition in vacuo can be obtained in excellent yield. The bases are valuable intermediates for dyes. The y-alkyl ethers - the dioxypropylated aromatic amines are z. B. according to the method of C ohn and F ried 1 änder, reports 37 119041 p. 3034 obtained.

Beispiel i 217,2 Teile (y-Methoxy -ß-oxypropyl)-anilin Nverden mit 58,1 Teilen Äthylenoxyd 6 Stunden unter Druck auf 15o bis 16o° erhitzt. Nach dem Erkalten wird das Produkt im Vakuum destilliert, wobei go °/o der Theorie Oxäthyl-(y-methoxy-ß-oxypropyl)-anilin vom Kpil 2i2 bis 214' erhalten werden. Beispiel e In gleicher Weise werden 125,4 Teile i - Methyl - 31- (y - äthoxy - ß-oxypropylamino) -benzol (weiße Kristalle vom F.47°) mit 29,I Teilen Äthylenoxyd auf 15o bis 16o° erhitzt. Bei der Vakuumdestillation werden 12o Teile i-Methyl-3-(y-äthoxy-ß-oxypropyloxyäthylamino)-benzol vom Kpll 218° erhalten. Beispiel 3 goTeile i-Methyl-q.-methOxy-3-(y-methoxyß-oxypropylamino)-benzol (weiße Kristalle vom F.66 bis 67°) werden mit 19,4 Teilen Äthylenoxyd 6 Stunden bei 15o bis 16o° unterDruckbehandelt. Manerhältinfastquantitativer Ausbeute das i-Methyl-4-methoxy-3 -(y - methoxy - ß - oxyp ropyloxyäthylamino) -benzol vom Kp" 213 bis 214'-Example i 217.2 parts of (γ-methoxy-β-oxypropyl) aniline with Nverdene 58.1 parts of ethylene oxide heated to 15o to 16o ° under pressure for 6 hours. After this Cooling, the product is distilled in vacuo, with go% of the theory oxethyl- (γ-methoxy-ß-oxypropyl) aniline from Kpil 2i2 to 214 '. Example e In the same way, 125.4 Part i - methyl - 31- (y - ethoxy - ß-oxypropylamino) benzene (white crystals from 47 °) heated with 29.1 parts of ethylene oxide to 15o to 16o °. With vacuum distillation 12o parts of i-methyl-3- (y-ethoxy-ß-oxypropyloxyäthylamino) benzene from Kpll 218 ° received. Example 3 large parts of i-methyl-q.-methoxy-3- (γ-methoxy-β-oxypropylamino) -benzene (white crystals from 66 ° to 67 °) are mixed with 19.4 parts of ethylene oxide for 6 hours Treated under pressure at 15o to 16o °. Almost quantitative yield is obtained i-methyl-4-methoxy-3 - (y - methoxy - ß - oxyp ropyloxyäthylamino) -benzene from Kp " 213 to 214'-

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung oxyäthylierter (Y-Alkoxy-(3@oxypropyl)-Aminobenzole, dadurch gekennzeichnet, daß man in Abänderung des Verfahrens des Hauptpatents 601 997 hier die y-Alkyläther der (,B, y-Dioxypropyl)-Aminobenzole mit Äthylenoxyd unter Druck bei erhöhter Temperatur behandelt.PATENT CLAIM: Process for the preparation of oxyethylated (Y-alkoxy- (3 @ oxypropyl) -aminobenzenes, characterized in that in modification of the method of the main patent 601 997 here the y-alkyl ethers of (, B, y-dioxypropyl) aminobenzenes with ethylene oxide below Treated pressure at elevated temperature.
DEI46540D 1932-12-25 1933-02-16 Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes Expired DE603808C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI46540D DE603808C (en) 1932-12-25 1933-02-16 Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DEI46126D DE601997C (en) 1932-12-25 1932-12-25 Process for the preparation of oxyethylated (ª ‰, ª † -dioxypropyl) -aminobenzenes
DE409238X 1933-02-15
DEI46540D DE603808C (en) 1932-12-25 1933-02-16 Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes
DE442024X 1933-11-15

Publications (1)

Publication Number Publication Date
DE603808C true DE603808C (en) 1934-10-09

Family

ID=31950637

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI46540D Expired DE603808C (en) 1932-12-25 1933-02-16 Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes

Country Status (1)

Country Link
DE (1) DE603808C (en)

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