CH205064A - Process for the preparation of terephthaloyl-1- (2 ', 5'-diethoxyanilide) -4-chloride. - Google Patents

Process for the preparation of terephthaloyl-1- (2 ', 5'-diethoxyanilide) -4-chloride.

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Publication number
CH205064A
CH205064A CH205064DA CH205064A CH 205064 A CH205064 A CH 205064A CH 205064D A CH205064D A CH 205064DA CH 205064 A CH205064 A CH 205064A
Authority
CH
Switzerland
Prior art keywords
sep
terephthaloyl
chloride
diethoxyanilide
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 CH205064A publication Critical patent/CH205064A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/12Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung von     Terephthaloyl-1-(2',ö'-diäthoayanilid)-4-chlorid.            Gegenstand    des vorliegenden     Zusatzpaten-          tes    ist ein     Verfahren    zur Herstellung von       Tenephthaloyl    - 1-     (2',5'-,diäthogyanilid)    - 4  chlorid, welches dadurch gekennzeichnet     ist,          dass    man auf     ein        Mol        Terephthadoylohlorid    in  Gegenwart von organischen     Lösungsmitteln,

       die     nicht    mit den     .Säurehalogenidgaruppen          reagieren,    ein     Mol        '1-Amin        -o-2,5-,diäthoxy-          benzol    in     Form        seines    mineralsauren Salzes       einwirken        lässt.     



  Die so     erhaltene,        bisher    nicht bekannte  Verbindung soll als     Zwischenprodukt    für .die       Herstellung    von Farbstoffen, pharmazeuti  schen Produkten und     Textilhilfsmitteln        Ver-          wendung        finden:.     



       _        Beispiel:     1.12     Gewichtsteile        Terephthaloylchlorid          werden    in 400     Volumteilen        Aceton    .gelöst, und  bei     50-WC    C     werden    109     Gewichtsteile        salz-          saures        1-Amino-.2"5-@diäthoxybenzol    eingetra  gen, worauf bis zur beginnenden     Bildung    von       Terephthaloyl-@di-,(2,5-diäthoxyanilid)

      zum    Sieden     erhitzt        wind.    Hierauf wird sofort     fil-          triert    und durch     starkes    Abkühlen     das          Terephthaloyl    -     1--(2';

  5'-diäth,oxyanilid)-4-          chlorid.        abgeschieden.        Dias    abgesaugte und mit       kaltem    Aceton gewaschene Produkt wird im  Vakuum bei     7immertemperatur        getrocknet.     Durch     Einengen    der     Mutterlauge    und     an-          schliessendes.    Abkühlen werden weitere Men  gender     Verbindung    erhalten.  



  An     Stelle    von     Aoetan    als     Lösungsmittel          können    andere     Ketone,    wie     Methyläthylketon     der     Diäthylketon,    sowie     Kohlenwasserstoffe,     wie Benzol und     Xylol,    allein oder in Mi  schung mit den bereits     erwähnten        Ketanen,          ferner    auch     Dioxan    verwendet werden.  



  Die     erhaltene,        bisher    nicht     bekannte    Ver  bindung     bildet    gelbe     Kristalle,    die bei 1,09  bis<B>1.10'</B> C schmelzen.



  Process for the preparation of terephthaloyl-1- (2 ', ö'-diethoayanilide) -4-chloride. The subject of the present additional patent is a process for the production of tenephthaloyl - 1- (2 ', 5' -, diethogyanilid) - 4 chloride, which is characterized in that one mole of terephthaloyl chloride in the presence of organic solvents,

       which do not react with the acid halide groups, a mole of 1-amine -o-2,5-, diethoxy benzene in the form of its mineral acid salt can act.



  The compound obtained in this way and not previously known is intended to be used as an intermediate for the production of dyes, pharmaceutical products and textile auxiliaries.



       _ Example: 1.12 parts by weight of terephthaloyl chloride are dissolved in 400 parts by volume of acetone, and at 50-WC C 109 parts by weight of hydrochloric acid 1-amino-.2 "5- @ diethoxybenzene are entered, whereupon terephthaloyl @ di -, (2,5-diethoxyanilide)

      heated to boiling wind. It is then filtered immediately and the terephthaloyl - 1 - (2 ';

  5'-diet, oxyanilide) -4- chloride. deposited. The product, which has been filtered off with suction and washed with cold acetone, is dried in vacuo at room temperature. By concentrating the mother liquor and then. Cooling down further Men gender compound are obtained.



  Instead of aoetane as a solvent, other ketones, such as methyl ethyl ketone or diethyl ketone, and hydrocarbons such as benzene and xylene, alone or in admixture with the aforementioned ketanes, and also dioxane can be used.



  The compound obtained, previously unknown, forms yellow crystals that melt at 1.09 to 1.10 ° C.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Tereph- thaloyl-1-(2',5'-diäthoxyanilid)-4-chlorid, da- EMI0002.0001 durch <SEP> gekennzeichnet, <SEP> dass <SEP> man <SEP> auf <SEP> ein <SEP> Mol <tb> Terephtlialoylchloi-id <SEP> in <SEP> Gegenwart <SEP> von <SEP> orga nischen <SEP> Lösungsmitteln, <SEP> die <SEP> nicht <SEP> mit <SEP> den <tb> Säurehalogenid:gruppen <SEP> reagieren, <SEP> ein <SEP> Mol <tb> 1- <SEP> Amino-?,5-diä.tlio-xybenzol <SEP> in <SEP> Form <SEP> seines <tb> mineralsauren <SEP> Salzes <SEP> einwirken <SEP> lässt. <tb> Die <SEP> so <SEP> erhaltene, <SEP> bisher <SEP> nicht <SEP> bekannte <tb> Verbindung <SEP> bildet <SEP> gelbe <SEP> Kristalle, <SEP> die <SEP> bei <tb> <B><I>109-110'</I></B> <SEP> C <SEP> schmelzen. PATENT CLAIM: Process for the production of terephthaloyl-1- (2 ', 5'-diethoxyanilide) -4-chloride, since EMI0002.0001 marked by <SEP>, <SEP> that <SEP> man <SEP> on <SEP> a <SEP> mol <tb> Terephtlialoylchloi-id <SEP> in <SEP> presence <SEP> of <SEP> organic <SEP> solvents, <SEP> die <SEP> not <SEP> with <SEP> den <tb> acid halide: groups <SEP> react, <SEP> a <SEP> mole <tb> 1- <SEP> Amino - ?, 5-diä.tlio-xybenzol <SEP> in <SEP> form <SEP> his <tb> mineral acid <SEP> salt <SEP> lets act <SEP>. <tb> The <SEP> received <SEP>, <SEP> previously <SEP> not known <SEP> <tb> compound <SEP> forms <SEP> yellow <SEP> crystals, <SEP> the <SEP> at <tb> <B><I>109-110'</I> </B> <SEP> C <SEP> melt. UNTERAN SPRUCI3 Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man Aceton als Lösungs- mittel verwendet. UNTERAN SPRUCI3 Process according to patent claim, characterized in that acetone is used as the solvent.
CH205064D 1936-12-23 1937-12-13 Process for the preparation of terephthaloyl-1- (2 ', 5'-diethoxyanilide) -4-chloride. CH205064A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE205064X 1936-12-23
CH201953T 1937-12-13

Publications (1)

Publication Number Publication Date
CH205064A true CH205064A (en) 1939-05-31

Family

ID=25723755

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205064D CH205064A (en) 1936-12-23 1937-12-13 Process for the preparation of terephthaloyl-1- (2 ', 5'-diethoxyanilide) -4-chloride.

Country Status (1)

Country Link
CH (1) CH205064A (en)

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