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CH281975A - Process for the preparation of a polyarylethylene derivative. - Google Patents

Process for the preparation of a polyarylethylene derivative.

Info

Publication number
CH281975A
CH281975A CH281975DA CH281975A CH 281975 A CH281975 A CH 281975A CH 281975D A CH281975D A CH 281975DA CH 281975 A CH281975 A CH 281975A
Authority
CH
Switzerland
Prior art keywords
nitro
sulfonic acid
derivative
preparation
polyarylethylene
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH281975A publication Critical patent/CH281975A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Polyaryläthylenderivates.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Polyaryl-          äthylenderivates,    welches dadurch gekenn  zeichnet ist, dass man     o-Chlor-benzaldehy    d  mit     einem        4-Nitrotoluol-2-sulfonsäurearylester     kondensiert und den erhaltenen     Stilbensulfon-          säurearylester    verseift.  



  Die neue Verbindung, die     4-Nitro-2'-ehlor-          stilben-2-sulfonsäui-e,    kristallisiert als Na  triumsalz in gelben Kristallen. Sie soll als       Zwischenprodukt    Verwendung finden.  



  <I>Beispiel:</I>  15 Teile     4-Nit.ro-toluol-2-sulfonsäurephenyl-          ester    und 7 Teile     o-Chlor-benzaldehyd    werden  mit 1 Teil     Piperidin    während einer Stunde  auf 1.35 bis     14.5     erhitzt. Unter lebhafter Was  serabspaltung erstarrt das anfänglich flüssige  Reaktionsgemisch. Das erhaltene     Stilbenderi-          vat    wird durch     Umkristallisieren    aus     Amyl-          alkohol.    gereinigt.

   Man erhält     4-Nitro-2'-chlor-          stilbeii        2-sulfonsäurephenylester    in einer     Aus-          beute        von        41%.        Das        Produkt        ist        schwach        gelb-          lieh    gefärbt und schmilzt bei     139 .     



  <B>16,6</B> Teile dieses     Esters    werden in 320     Tei-          len        Äthanol        (95%)        suspendiert        und        zum        Sie-          den    erhitzt. Dann wird eine Lösung von 3,2    Teilen     Natriumhydroxy    d in 8 Teilen Wasser  im Verlaufe einer Stunde tropfenweise     hinzu-          gegeben    und weiter während ein bis zwei  Stunden unter     Rückfluss    gekocht, bis eine  Probe in Wasser löslich ist.

   Unter Rühren  wird erkalten gelassen, abgetrennt, mit Alko  hol gewaschen und getrocknet. Das     Natrium-          salz    der erhaltenen     Sulfonsäure    bildet gelbe  Kristalle, die sich in heissem Wasser gut lösen.



  Process for the preparation of a polyarylethylene derivative. The present patent relates to a process for the preparation of a polyaryl ethylene derivative, which is characterized in that o-chloro-benzaldehyde is condensed with an aryl 4-nitrotoluene-2-sulfonate and the aryl stilbene sulfonate obtained is saponified.



  The new compound, the 4-nitro-2'-ehlor stilbene-2-sulfonsäui-e, crystallizes as the sodium salt in yellow crystals. It should be used as an intermediate product.



  <I> Example: </I> 15 parts of 4-nitro-toluene-2-sulfonic acid phenyl ester and 7 parts of o-chlorobenzaldehyde are heated to 1.35 to 14.5 with 1 part of piperidine for one hour. The initially liquid reaction mixture solidifies with vigorous splitting off of water. The stilbene derivative obtained is made by recrystallization from amyl alcohol. cleaned.

   4-Nitro-2'-chloro-stile with 2-sulfonic acid phenyl ester is obtained in a yield of 41%. The product is slightly yellow in color and melts at 139.



  <B> 16.6 </B> parts of this ester are suspended in 320 parts of ethanol (95%) and heated to boiling. Then a solution of 3.2 parts of sodium hydroxide in 8 parts of water is added dropwise over the course of one hour and the mixture is refluxed for a further one to two hours until a sample is soluble in water.

   The mixture is left to cool while stirring, separated off, washed with alcohol and dried. The sodium salt of the sulfonic acid obtained forms yellow crystals which dissolve well in hot water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Polyaryl- äthy lenderivates, dadurch gekennzeichnet, dass man o-Chlor-benzaldehy d mit einem 4-Nitro- toluol-2-sulfonsäureary lester kondensiert und den erhaltenen Stilbensulfonsäurearylester verseift. Die neue Verbindung, die 4-Nitro 2'-ehlor- stilben-2-sulfonsäure, kristallisiert als Na triumsalz in gelben Kristallen. PATENT CLAIM: Process for the production of a polyaryl äthy lenderivates, characterized in that o-chloro-benzaldehyde is condensed with a 4-nitro-toluene-2-sulfonic acid aryl ester and the aryl stilbene sulfonate is saponified. The new compound, 4-nitro 2'-ehlor stilbene-2-sulfonic acid, crystallizes as the sodium salt in yellow crystals. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als Arylester den 4= Nitro-tohiol-2-sulfonsäurephenylester verwen det. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the 4 = nitro-tohiol-2-sulfonic acid phenyl ester is used as the aryl ester.
CH281975D 1948-08-13 1948-08-13 Process for the preparation of a polyarylethylene derivative. CH281975A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH281975T 1948-08-13
CH273394T 1948-08-13

Publications (1)

Publication Number Publication Date
CH281975A true CH281975A (en) 1952-03-31

Family

ID=25731455

Family Applications (1)

Application Number Title Priority Date Filing Date
CH281975D CH281975A (en) 1948-08-13 1948-08-13 Process for the preparation of a polyarylethylene derivative.

Country Status (1)

Country Link
CH (1) CH281975A (en)

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