CH210794A - Process for the preparation of a benzene sulfamide derivative. - Google Patents

Process for the preparation of a benzene sulfamide derivative.

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Publication number
CH210794A
CH210794A CH210794DA CH210794A CH 210794 A CH210794 A CH 210794A CH 210794D A CH210794D A CH 210794DA CH 210794 A CH210794 A CH 210794A
Authority
CH
Switzerland
Prior art keywords
preparation
sulfamide derivative
benzene sulfamide
thiazole
dihydro
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 CH210794A publication Critical patent/CH210794A/en

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  • Thiazole And Isothizaole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Description

  

  Verfahren zur Darstellung eines     Benzolsulfamidderivates.       Gegenstand des vorliegenden     Patentes     bildet ein Verfahren zur     Darstellung    des im  Patent Nr.<B>210781</B> beschriebenen     Benzolsulf-          amidderivates,    welches dadurch gekennzeich  net ist, dass man ein     p-Halogen-benzolsulf-          amid    mit einem     2-HaIogen-4,5-dihydro-          thiazol    umsetzt und auf die erhaltene Ver  bindung Ammoniak     einwirken    lässt.  



  Die     Reaktion    wird in An- oder Abwesen  heit von indifferenten Lösungsmitteln und  zweckmässig in Gegenwart eines     Zatalysators     und/oder säurebindenden Mittels wie z. B.  Kupferpulver, basischen Mitteln z. B.     Alka-          lien    wie Pottasche und     dergl.    vorgenommen.

           Beispiel:     Eine Mischung von<B>19</B> Teilen     p-Chlor-          benzolsulfamid,    14 Teilen trockenem     Kalium-          earbonat,    17 Teilen     2-Brom-4,5-dihydro-          thia.zol    und 0,5 Teilen Kupferpulver werden  im Ölbad     innert    1 Stunde von<B>150'</B> auf<B>200'</B>  erhitzt. Nach dem Erkalten wird die  Schmelze in Wasser gelöst, filtriert     und     durch Zusatz von Säure das     2-(p-Chlorbenzol-          sulfamido)-4,5-dihydro-thiazol    gefällt.

   Nach  dem Absaugen wird das Produkt gut ge-    waschen und noch feucht mit dem 5fachen  Gewicht an konzentriertem Ammoniak im  geschlossenen Gefäss bei Gegenwart von   etwas Kupferchlorid während 10-15 Stun  den auf     160-180'    erhitzt. Nach dem Er  kalten wird das überschüssige Ammoniak     ab-          getrieben    und das auffallende Produkt in  verdünnter Natronlauge     gelöst.    Nach dem  Filtrieren wird die alkalische Lösung in       überschüssige,    verdünnte Salzsäure einge  rührt und wieder filtriert. Aus der sauren  Lösung wird das     2-(p-Aminobenzo#lsulf-          amido)-4,5-dihydro-thiazol    durch Neutrali  sieren mit Soda gefällt.



  Process for the preparation of a benzenesulfamide derivative. The subject matter of the present patent is a process for the preparation of the benzenesulfamide derivative described in patent no. 210781, which is characterized in that a p-halobenzenesulfamide is mixed with a 2-halo-4 , 5-dihydro-thiazole and allows ammonia to act on the compound obtained.



  The reaction is in the presence or absence of inert solvents and conveniently in the presence of a catalyst and / or acid-binding agent such as. B. copper powder, basic agents z. B. Alkalis such as potash and the like. Made.

           Example: A mixture of 19 parts of p-chlorobenzenesulfamide, 14 parts of dry potassium carbonate, 17 parts of 2-bromo-4,5-dihydthia.zol and 0.5 part of copper powder are used in the Oil bath heated from <B> 150 '</B> to <B> 200' </B> within 1 hour. After cooling, the melt is dissolved in water, filtered and the 2- (p-chlorobenzenesulfamido) -4,5-dihydro-thiazole is precipitated by adding acid.

   After suction, the product is washed well and, while still moist, heated to 160-180 ° for 10-15 hours with 5 times the weight of concentrated ammonia in a closed vessel in the presence of some copper chloride. After cooling, the excess ammonia is driven off and the product that falls is dissolved in dilute sodium hydroxide solution. After filtering, the alkaline solution is stirred into excess, dilute hydrochloric acid and filtered again. The 2- (p-aminobenzo #isulfamido) -4,5-dihydro-thiazole is precipitated from the acidic solution by neutralizing with soda.

Claims (1)

PATENTAN SPRUCI3 Verfahren zur Darstellung des im Patent Nr. 210781 beschriebenen Benzolsulfamid- derivates, dadurch gekennzeichnet, ,dass man ein p-Halogen-benzo@lsulfamid mit einem 2- Nalogen-4,5-dihydro-thiazol umsetzt und auf die erhaltene Verbindung Ammoniak ein wirken lässt. ' PATENTAN SPRUCI3 Process for the preparation of the benzenesulfamide derivative described in patent no. 210781, characterized in that a p-halo-benzo @ lsulfamide is reacted with a 2-nalogen-4,5-dihydro-thiazole and ammonia is applied to the compound obtained one lets work. '
CH210794D 1938-01-31 1938-01-31 Process for the preparation of a benzene sulfamide derivative. CH210794A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH210429T 1938-01-31
CH210794T 1938-01-31

Publications (1)

Publication Number Publication Date
CH210794A true CH210794A (en) 1940-07-31

Family

ID=25724880

Family Applications (1)

Application Number Title Priority Date Filing Date
CH210794D CH210794A (en) 1938-01-31 1938-01-31 Process for the preparation of a benzene sulfamide derivative.

Country Status (1)

Country Link
CH (1) CH210794A (en)

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