CH149882A - Process for producing an aminoaldehyde compound. - Google Patents

Process for producing an aminoaldehyde compound.

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Publication number
CH149882A
CH149882A CH149882DA CH149882A CH 149882 A CH149882 A CH 149882A CH 149882D A CH149882D A CH 149882DA CH 149882 A CH149882 A CH 149882A
Authority
CH
Switzerland
Prior art keywords
producing
chloro
aminoaldehyde compound
amino
saponification
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 CH149882A publication Critical patent/CH149882A/en

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

Description

  

  Verfahren zur Herstellung einer     Aminoaldehydverbindun,-,.       Vorliegendes Patent bezieht sieh auf ein  Verfahren zur Darstellung von     6-Chlo#r-2-          aminabenza.1,de'hyd,    dadurch gekennzeichnet,       dass    man 2     .6-Dichlo.rben#za.Idellyd    mit einem.       Arylsulfosäureamid    durch Erhitzen unter  Zusatz eines säurebindenden Mittels     kon-den-          siert   <U>und</U> aus dem so erhaltenen     2-Arylsulf-          amino-6-e,Iilo.rbenzalde'hyd    den     Arylsulforest     durch     Verseifung    abspaltet.  



  Der so erhaltene     6-Chlor-2-aminobenz-          aldehyd    zeigt die in     der    Literatur     besehrie-          benen    Eigenschaften.  



  <I>Beispiel:</I>  <B>75 kg</B> 2.     6-Dichlorbenzaldehyd    werden  mit<B>25 kg</B>     p-Toluolsulfamid    unter Zusatz       von    22<B>kg</B>     Pottasolie,        0,2   <B>kg</B>     Kupf-erpulver     und 0,2<B>kg</B>     Kupferchlo-rür    etwa<B>3</B> Stunden  auf<B>160</B> bis<B>180'</B> erhitzt.

   Hierauf wird mit  Wasser verdünnt     und        der        übersehüssige        Di-          ohlorbeiizalde'hyd    mit Wasserdampf abd#estil-         liert.    Beim Ansäuern der zurückbleibenden  filtrierten gelben Lösung mit verdünnter  Salzsäure fällt der     2-Toluolsulfamino-6-          chlorbenzaldellyd        als    schwach gelber Nieder  schlag aus.     Die--er    wird abgesaugt und ge  trocknet.

   Durch Kristallisation -aus Alkohol  erhält man ihn in fast farblosen Kristallen  vom Schmelzpunkt<B>150</B>     ',    die sich in kalter  verdünnter Lauge     bezw.    in heisser     Soda-          lösung    mit gelber Farbe lösen.  



       t#     Das     Phenylhydrazon    kristallisiert aus     Al-          kchliol    in gelben Prismen vom Schmelzpunkt  <B>1660.</B>  



  Durch     Verseifung    mit zum Beispiel       95%ig#er    Schwefelsäure bei<B>60</B> bis<B>80'</B> wird  der     6-Chlor-2-aininobenzaldehyd        erhaltei).  



  Process for the preparation of an aminoaldehyde compound - ,. The present patent relates to a process for the preparation of 6-Chlo # r-2-aminabenza.1, de'hyd, characterized in that 2 .6-Dichlo.rben # za.Idellyd with a. Arylsulfonic acid amide condenses by heating with the addition of an acid-binding agent and the aryl sulfo radical is split off from the 2-arylsulfamino-6-e, ilo.rbenzalde'hyd obtained by saponification.



  The 6-chloro-2-aminobenzaldehyde obtained in this way shows the properties described in the literature.



  <I> Example: </I> <B> 75 kg </B> 2. 6-dichlorobenzaldehyde is combined with <B> 25 kg </B> p-toluenesulfamide with the addition of 22 <B> kg </B> pottasol , 0.2 <B> kg </B> copper powder and 0.2 <B> kg </B> copper chloride for about <B> 3 </B> hours to <B> 160 </B> up to <B> 180 '</B> heated.

   It is then diluted with water and the excess chlorobeiizaldehyde is removed with steam. When the remaining filtered yellow solution is acidified with dilute hydrochloric acid, the 2-toluenesulfamino-6-chlorobenzaldelide precipitates as a pale yellow precipitate. The - it is vacuumed and dried.

   By crystallization from alcohol, it is obtained in almost colorless crystals with a melting point of <B> 150 </B> ', which are dissolved in cold, dilute lye. Dissolve in hot soda solution with a yellow color.



       t # The phenylhydrazone crystallizes from alkaliol in yellow prisms with a melting point of <B> 1660. </B>



  By saponification with, for example, 95% sulfuric acid at <B> 60 </B> to <B> 80 '</B>, 6-chloro-2-ainobenzaldehyde is obtained.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Darstelluno# von 6-Chlor-2- t3 aminobenzaldellyd, dadurch gekennzeichnet, da,ss man 2. 6-Dichlorbenzaldehyd mit einem Arylsuliosätireami,cl durüh Erhitzen unter Zusatz eines säurebindenden Mittels konden siert und aus dem so. erhaltenen 2-Aryl- sulf-amino-6-c'hlo.rbenzald#ehyd den Arylsulfo- rest dureh Verseifung abspaltet. <B> PATENT CLAIM: </B> Process for the preparation of 6-chloro-2- t3 aminobenzaldelide, characterized in that 2. 6-dichlorobenzaldehyde is condensed and heated with an arylsuliosity agent by heating with the addition of an acid-binding agent from the so. The 2-arylsulf-amino-6-c'hlo.rbenzald # ehyd the arylsulfo radical obtained by saponification is split off. Der so erhaltene 6-Chlor-2-amino#benz- aldehyd zeigt die in der Literatur beschrie benen Eigenschaften. The 6-chloro-2-amino # benzaldehyde obtained in this way shows the properties described in the literature.
CH149882D 1929-02-25 1930-02-19 Process for producing an aminoaldehyde compound. CH149882A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE149882X 1929-02-25
CH146262T 1930-02-19

Publications (1)

Publication Number Publication Date
CH149882A true CH149882A (en) 1931-09-30

Family

ID=25714831

Family Applications (1)

Application Number Title Priority Date Filing Date
CH149882D CH149882A (en) 1929-02-25 1930-02-19 Process for producing an aminoaldehyde compound.

Country Status (1)

Country Link
CH (1) CH149882A (en)

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