CH125212A - Process for the preparation of phthaloyl-2-3-thionaphthene. - Google Patents

Process for the preparation of phthaloyl-2-3-thionaphthene.

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Publication number
CH125212A
CH125212A CH125212DA CH125212A CH 125212 A CH125212 A CH 125212A CH 125212D A CH125212D A CH 125212DA CH 125212 A CH125212 A CH 125212A
Authority
CH
Switzerland
Prior art keywords
thionaphthene
preparation
phthaloyl
weight
parts
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 CH125212A publication Critical patent/CH125212A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung von     Phtlialoyl-2-3-thionaplithen.       Es wurde gefunden, dass man das     Phta-          loyl-2-3-thionaphten    und seine     Substitutions-          produkte    erhalten kann, wenn man     Thio-          naphten    oder seine Derivate mit     Phtalsäure-          anhydrid    oder dessen     Substitutionsprodukten       in Reaktion bringt und die erhaltenen     Thio-          naphtenoylbenzoesäuren    der     Kondensation     unterwirft.  



  Die Reaktion verläuft entsprechend der  allgemeinen Formel:  
EMI0001.0014     
    Gegenstand dieses Patentes ist ein Ver  fahren zur Darstellung von     Phtaloyl-2-3-          thionaphten.    Dasselbe soll als     Küpenfarb-          stoff    und als Ausgangsmaterial für die Her  stellung anderer Farbstoffe Verwendung  finden.

      <I>Beispiel:</I>    20 Gewichtsteile     Thiona.phten    werden mit  33 Gewichtsteilen     Phtalsä.ureanhydrid    und  25     Gewichtsteilen    Aluminiumchlorid in         Schwefelkohlenstofflösung    kalt etwa einen  Tag     gerührt    und die     Mischung    sodann auf  dem Wasserbad bis zur     Beendigung    der Re  aktion erhitzt.

   Sodann wird mit Eis und  Salzsäure zersetzt, der Schwefelkohlenstoff  abgeblasen und die zurückbleibende     Thio-          naphtenoylbenzoesäure    durch Umfällen aus  Soda gereinigt. 5 Gewichtsteile dieser Säure  werden mit so viel     Thionylchlorid    kalt über  gossen,     da.ss    Lösung eintritt und zur Ver  vollständigung der Reaktion schwach er-      wärmt. Sodann wird das     Thionylchlorid    im  Vakuum     abdestilliert,    der Rückstand in       Schwefellz#ohlenstoff    gelöst, mit 10 Gewichts  teilen Aluminiumchlorid versetzt und einige  Stunden auf dem Wasserbade erwärmt.

   Das  Reaktionsgemisch     wird        dann    mit Dis und  Salzsäure zersetzt und der Schwefelkohlen  stoff abgeblasen. Der Rückstand erweist sich  als     Phtaloyl-2-3-thionaphten    und zeigt nach  dem     Umkristallisieren    den richtigen Schmelz  punkt von 212 bis 214 .



  Process for the preparation of Phtlialoyl-2-3-thionapliths. It has been found that phthalyl-2-3-thionaphthene and its substitution products can be obtained if thionaphthene or its derivatives are reacted with phthalic anhydride or its substitution products and the thionaphtenoylbenzoic acids obtained are condensed subject.



  The reaction proceeds according to the general formula:
EMI0001.0014
    The subject of this patent is a process for the preparation of Phtaloyl-2-3 thionaphten. The same should be used as a vat dye and as a starting material for the manufacture of other dyes.

      <I> Example: </I> 20 parts by weight of thiona.phtene are stirred with 33 parts by weight of phthalic anhydride and 25 parts by weight of aluminum chloride in carbon disulfide solution for about a day and the mixture is then heated on a water bath until the reaction has ended.

   Then it is decomposed with ice and hydrochloric acid, the carbon disulfide is blown off and the remaining thionaphtenoylbenzoic acid is purified by reprecipitation from soda. 5 parts by weight of this acid are poured cold with enough thionyl chloride that the solution enters and is slightly warmed to complete the reaction. The thionyl chloride is then distilled off in vacuo, the residue is dissolved in sulphurous hydrogen, 10 parts by weight of aluminum chloride are added and the mixture is heated on the water bath for a few hours.

   The reaction mixture is then decomposed with dis and hydrochloric acid and the carbon disulfide is blown off. The residue turns out to be phtaloyl-2-3-thionaphten and shows the correct melting point of 212 to 214 after recrystallization.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren znr Darstellung von Phtaloyl- 2-3-thionaphten, dadurch gekennzeichnet, daB man Thionaphten mit Phtalsäureanhy- clrid bei Gegenwart von Kondensations mitteln in Reaktion bringt und die erhal tenen Thionaphtenoylbenzoesäuren einer wei teren Kondensation unterwirft. Claim: Process for the preparation of phtaloyl-2-3-thionaphthene, characterized in that thionaphthene is reacted with phthalic anhydride in the presence of condensation agents and the thionaphtenoylbenzoic acids obtained are subjected to a further condensation.
CH125212D 1926-01-29 1927-01-19 Process for the preparation of phthaloyl-2-3-thionaphthene. CH125212A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE125212X 1926-01-29

Publications (1)

Publication Number Publication Date
CH125212A true CH125212A (en) 1928-04-02

Family

ID=5658578

Family Applications (1)

Application Number Title Priority Date Filing Date
CH125212D CH125212A (en) 1926-01-29 1927-01-19 Process for the preparation of phthaloyl-2-3-thionaphthene.

Country Status (1)

Country Link
CH (1) CH125212A (en)

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