CH205065A - Process for the preparation of terephthaloyl 1- (2 ', 4'-dichloroanilide) -4-chloride. - Google Patents

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

Info

Publication number
CH205065A
CH205065A CH205065DA CH205065A CH 205065 A CH205065 A CH 205065A CH 205065D A CH205065D A CH 205065DA CH 205065 A CH205065 A CH 205065A
Authority
CH
Switzerland
Prior art keywords
chloride
terephthaloyl
dichloroanilide
preparation
mole
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 CH205065A publication Critical patent/CH205065A/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     Ter        ephthaloyl-1-(2',4'-dichlor        anilid)-4-chlorid.            Gegenstand    des vorliegenden     Zusatzpaten-          tes    ist ein     Verfahren    zur Herstellung von       Terephthaloyl    - 1 -     (2',4'-        diehloranilid)    - 4     -          chlorid,        welches    dadurch     gekennzeichnet        ist,

            .dass    man auf ein     Mol        Terephthaloylchlorid    in  Gegenwart von organischen     Lösungsmitteln,     ,die nicht mit den     Säurehalogentidgruppen     reagieren,     ein        Mol        2;4-Dichloranilin    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.  



  <I>Beispiel:</I>  112     Gewichtsteile        Terephthaloylohlorid     werden in 600     Volumteil_en    Aceton gelöst,  und bei     5;0--55      C werden 99     Gewichtsteile     Salzsäure     2,4-Dichloranilineingetragen,    wor  auf     bis    zur beginnenden     Bildung    von     Tere-          phthaloyl--di-(2,4-.dichloranilid)    zum Sieden  erhitzt wird..

   Hierauf wird sofort filtriert und    durch     starkes        Abkühlen    das     Temphthaloyl-l-          (2',4'-dichloranilid)--4,1chlorid    abgeschieden.  Das abgesaugte und mit kaltem Aceton     .ge-          waschene        Produkt    wird im Vakuum bei     Zim-          mertemperatur        .getrocknet.    Durch     Einengen     .der     Mutterlauge    und     anschliessendes    Abküh  len werden weitere     Mengen    der Verbindung  erhalten.  



  An     Stelle        von.        Aceton    als     Lösungsmittel     können     andere        getane,    wie     Methyläthylketon     oder     Diäthylketon,    sowie     Kohlenwasserstoffe,     wie Benzol und     Xylol,    allein oder in Mi  schung mit Aden bereits     erwähnten        Betonen,     ferner auch     Dioxan        verwendet    werden.  



  Die erhaltene, bisher nicht bekannte Ver  bindung bildet farblose Kristalle, die bei       1'40      C schmelzen.



  Process for the preparation of Ter ephthaloyl-1- (2 ', 4'-dichloro anilide) -4-chloride. The subject of the present additional patent is a process for the production of terephthaloyl - 1 - (2 ', 4'-diehloranilid) - 4 - chloride, which is characterized by

            .that one mole of terephthaloyl chloride in the presence of organic solvents, which do not react with the acid halide groups, allows one mole of 2,4-dichloroaniline to act in the form of its mineral acid salt.



  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.



  <I> Example: </I> 112 parts by weight of terephthaloylochloride are dissolved in 600 parts by volume of acetone, and at 5; 0-55 ° C. 99 parts by weight of hydrochloric acid 2,4-dichloroaniline are introduced, which leads to the formation of terephthaloyl-- di- (2,4-dichloroanilide) is heated to boiling.

   It is then filtered immediately and the temphthaloyl-1- (2 ', 4'-dichloroanilide) -4.1 chloride is deposited by vigorous cooling. The product, which has been suctioned off and washed with cold acetone, is dried in vacuo at room temperature. Concentration of the mother liquor and subsequent cooling give further amounts of the compound.



  Instead of. Acetone as a solvent, other done, such as methyl ethyl ketone or diethyl ketone, and hydrocarbons such as benzene and xylene, alone or mixed with adene already mentioned concretes, also dioxane can be used.



  The compound obtained, previously unknown, forms colorless crystals that melt at 1.40 ° C.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Tere- phthaJoyl-1-(2',4'-.dichl.oranilicl)-4-chlorid, da .durch ,gekennzeichnet, ,dass man auf ein Mol Terep.hthaloylohlorid in Gegenwart von orga nischen Lösungsmitteln, die nicht mit den Säurehalogenidgruppen reagieren, ein Mol 2,4-,Dichloranilin in Form seines mineral sauren Salzes einwirken lässt. PATENT CLAIM: Process for the production of TerephthaJoyl-1- (2 ', 4' -. Dichl.oranilicl) -4-chloride, because .durch, characterized in that one mole of Terep.hthaloylohlorid in the presence of organic solvents , which do not react with the acid halide groups, allows one mole of 2,4-, dichloroaniline to act in the form of its mineral acid salt. Die so erhaltene, bisher nicht bekannte Verbindung bildet farblose Kristalle, die bei 140' C schmelzen. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, daB man Aceton als Lösungs mittel verwendet. The previously unknown compound obtained in this way forms colorless crystals which melt at 140 ° C. SUBClaim: Method according to patent claim, characterized in that acetone is used as the solvent.
CH205065D 1936-12-23 1937-12-13 Process for the preparation of terephthaloyl 1- (2 ', 4'-dichloroanilide) -4-chloride. CH205065A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE205065X 1936-12-23
CH201953T 1937-12-13

Publications (1)

Publication Number Publication Date
CH205065A true CH205065A (en) 1939-05-31

Family

ID=25723756

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205065D CH205065A (en) 1936-12-23 1937-12-13 Process for the preparation of terephthaloyl 1- (2 ', 4'-dichloroanilide) -4-chloride.

Country Status (1)

Country Link
CH (1) CH205065A (en)

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