CH104924A - Process for the production of a thionaphthisatin. - Google Patents

Process for the production of a thionaphthisatin.

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Publication number
CH104924A
CH104924A CH104924DA CH104924A CH 104924 A CH104924 A CH 104924A CH 104924D A CH104924D A CH 104924DA CH 104924 A CH104924 A CH 104924A
Authority
CH
Switzerland
Prior art keywords
chloro
thionaphthisatin
production
condensation
oxalyl chloride
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH104924A publication Critical patent/CH104924A/en

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Description

  

  Verfahren zur Herstellung eines     Thionaphthisatins.       Es     wurde        ,gefunden,        @dass    man ein neues       Thionaphthisatin,    das     1-Chlor-2.3-thionaphth-          isatin,    erhält, wenn man auf     1-Chlor-2-thio-          napUthol        Oxalylchlorid,    gegebenenfalls unter  Zusatz eines Kondensationsmittels,     einwir-          ken    lässt.  



  Das     1-Chlor-2        .3-thionaphthisatin    bildet  ein rotes Pulver, nach einmaligem     Umlösen     aus Benzol erhält man Kristalle vom Schmelz  punkt 194'.  



       Beispiel:     194,5 Teile     1-Chlor-2-thiona,-phtliol    (farb  lose Nadeln vom Schmelzpunkt 51  ) werden  unter Rühren bei 0   bis 10   in etwa 600 Teile       Oxalylchlorid    eingetragen und 20 Stunden bei  gewöhnlicher Temperatur gerührt. Hierauf  wird das überschüssige     Oxalylchlorid    ab  destilliert und der     Rückstand,    nach Zugabe  von 1000 Teilen Schwefelkohlenstoff, unter       Rühren        innert    einer Stunde mit 250     Teilen-          Aluminiumchlorid    versetzt, wobei die Tem  peratur bei 0   bis<B>10'</B> gehalten wird.

   Man  rührt nun noch längere Zeit bei gewöhnlicher       Temperatur,    erwärmt .dann langsam bis zum  Sieden des Schwefelkohlenstoffes und belässt    eine Stunde bei dieser     Temperatur.    Man     trägt     dann das     Reaktionsprodukt    in salzsäurehalti  ges -Wasser aus. Nach dem Abtreiben des  Schwefelkohlenstoffes wird filtriert und der  Rückstand mit verdünnter Sololösung bei  <B>50'</B>     bis    60       .a-usgezogen;    aus der     Sodalösung          wird    das     1-Chlor-2    .     3-thionaphthisatin    durch  Salzsäure gefällt. -



  Process for the production of a thionaphthisatin. It has been found that a new thionaphthisatin, 1-chloro-2,3-thionaphthisatin, is obtained if oxalyl chloride is allowed to act on 1-chloro-2-thiophthol, optionally with the addition of a condensing agent.



  The 1-chloro-2 .3-thionaphthisatin forms a red powder, after being redissolved once from benzene, crystals with a melting point of 194 'are obtained.



       Example: 194.5 parts of 1-chloro-2-thiona, -phtliol (colorless needles with a melting point of 51) are added to about 600 parts of oxalyl chloride while stirring at 0 to 10 and the mixture is stirred for 20 hours at normal temperature. The excess oxalyl chloride is then distilled off and, after the addition of 1000 parts of carbon disulfide, 250 parts of aluminum chloride are added with stirring within one hour, the temperature being kept at 0 to 10 '.

   The mixture is then stirred for a longer time at normal temperature, then heated slowly until the carbon disulfide boils and left at this temperature for an hour. The reaction product is then discharged into hydrochloric acid-containing water. After the carbon disulfide has been driven off, it is filtered and the residue is drawn off with dilute solo solution at <B> 50 '</B> to 60%; the 1-chloro-2 is made from the soda solution. 3-thionaphthisatin precipitated by hydrochloric acid. -

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Thio- naphthisatins, des 1-Chlor-2. 3-thionaphthisa.- tins, dadurch gekennzeichnet, dass man auf 1-Chlor-2-thionehthol Oxalylchlorid einwir- ken lässt. Das 1-Chlor-2 .3-thionaphthisat.in bildet ein rotes Pulver, PATENT CLAIM: Process for the production of a thionaphthisatin, 1-chloro-2. 3-thionaphthisa.- tins, characterized in that oxalyl chloride is allowed to act on 1-chloro-2-thionehthol. The 1-chloro-2 .3-thionaphthisat.in forms a red powder, nach einmaligem Umlösen aus Benzol erhält man Kristalle vom Schmelz punkt 194'. <B>UNTERANSPRÜCHE:</B> 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, d.ass man die Kondensation in Gegenwart eines Kondensationsmittels vornimmt. 2. Verfahren nach Patentanspruch und Un teranspruch 1, dadurch gekennzeichnet, dass Aluminiumchlorid als Kondensations- mittel gewählt wird. after redissolving once from benzene, crystals with a melting point of 194 'are obtained. SUBClaims: 1. The method according to claim, characterized in that the condensation is carried out in the presence of a condensing agent. 2. The method according to claim and claim 1, characterized in that aluminum chloride is selected as the condensation agent.
CH104924D 1922-12-02 1922-12-02 Process for the production of a thionaphthisatin. CH104924A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH104924T 1922-12-02
CH102033T 1922-12-02

Publications (1)

Publication Number Publication Date
CH104924A true CH104924A (en) 1924-05-16

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ID=25706108

Family Applications (1)

Application Number Title Priority Date Filing Date
CH104924D CH104924A (en) 1922-12-02 1922-12-02 Process for the production of a thionaphthisatin.

Country Status (1)

Country Link
CH (1) CH104924A (en)

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