CH149883A - Process for producing an aminoaldehyde compound. - Google Patents

Process for producing an aminoaldehyde compound.

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Publication number
CH149883A
CH149883A CH149883DA CH149883A CH 149883 A CH149883 A CH 149883A CH 149883D A CH149883D A CH 149883DA CH 149883 A CH149883 A CH 149883A
Authority
CH
Switzerland
Prior art keywords
nitro
producing
diaminobenzaldehyde
melting point
compound
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 CH149883A publication Critical patent/CH149883A/en

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Description

  

      Verfahren    zur Herstellung einer     Aminoaldebydverbiudung.       Vorliegendes Patent bezieht sich auf ein  Verfahren zur Darstellung. von     3-Nitro-2.    6  diaminobenzaldehyd, dadurch gekennzeich  net, dass man     3-Nitro-2    .     6-dichlo-rbenzaldehyd     mit einem     Arylsulfosäureanid    durch Erhit  zen unter Zusatz eines säurebindenden Mit  tels kondensiert und aus dem so erhaltenen       3-Nitro-2.        6-diarylsulfaminobenzaldehyd    .die       Arylsulforeste    durch     Verseifung    abspaltet.  



  Der so erhaltene neue     3-Nitro-2.6-di-          aminobenzaldehyd        kristallisiert    zum Beispiel  aus     Triehlo#rbenzol    in gelben Nadeln vom  Schmelzpunkt 250 bis 251  . Es soll als  Zwischenprodukt zur Herstellung von Farb  stoffen Verwendung finden.  



       Beispiel:     20 kg     3-Nitro-2.6-dichlorbenzaldehyd     werden mit 40 kg     Toluolsulfamid    unter Zu  satz von 30 kg Pottasche, 0,2 kg Kupfer  pulver und 0,3 kg     Kupferchlorür    in 200 kg  Nitrobenzol etwa 4 Stunden unter Rühren    zum Sieden erhitzt. Hierauf wird mit Was  ser verdünnt und das Nitrobenzol mit Was  serdampf     abdestilliert.    Beim Ansäuern der  zurückbleibenden filtrierten gelben Lösung  mit verdünnter Salzsäure fällt das Konden  sationsprodukt aus.

   Durch     Umkristallisieren     aus Eisessig erhält man das Kondensations  produkt in farblosen Blättchen vom Schmelz  punkt 162  , das sich als halogenfrei und  auf Grund der Analyse als     3-Nitro-2.        6-di-          p-toluolsulfaminobenzaldehyd        erwies.     



  Das     Phenylhydrazon    kristallisiert aus  Alkohol in gelben Nadeln vom Schmelz  punkt 228  .  



  Die     Toluolsulfaminoverbindung    wird mit  der zum Beispiel achtfachen Menge 90%iger  Schwefelsäure bei 70   verseift und man er  hält den     '3-Nitro-2.        6-diaminobenzaldehyd.  



      Process for the preparation of an amino aldehyde compound. This patent relates to a method of representation. of 3-nitro-2. 6 diaminobenzaldehyde, characterized in that 3-nitro-2. 6-dichlorobenzaldehyde is condensed with an arylsulfonic anide by heating with the addition of an acid-binding agent and from the 3-nitro-2 thus obtained. 6-diarylsulfaminobenzaldehyde, which splits off the aryl sulfo residues by saponification.



  The new 3-nitro-2,6-diaminobenzaldehyde obtained in this way crystallizes, for example, from triehlorbenzene in yellow needles with a melting point of 250 to 251. It should be used as an intermediate for the production of dyes.



       Example: 20 kg of 3-nitro-2,6-dichlorobenzaldehyde are heated with 40 kg of toluenesulfamide with the addition of 30 kg of potash, 0.2 kg of copper powder and 0.3 kg of copper chloride in 200 kg of nitrobenzene for about 4 hours while stirring. It is then diluted with water and the nitrobenzene is distilled off with water vapor. When the remaining filtered yellow solution is acidified with dilute hydrochloric acid, the condensation product precipitates out.

   Recrystallization from glacial acetic acid gives the condensation product in colorless flakes with a melting point of 162, which turns out to be halogen-free and, on the basis of analysis, as 3-nitro-2. 6-di-p-toluenesulfaminobenzaldehyde proved.



  The phenylhydrazone crystallizes from alcohol in yellow needles with a melting point of 228.



  The toluenesulfamino compound is saponified with, for example, eight times the amount of 90% strength sulfuric acid at 70 and it holds the '3-nitro-2. 6-diaminobenzaldehyde.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 3-Nitro- 2.6-diaminobenzaldehyd, dadurch gekenn- zeichnet, dass man 3-Nitro-2.6-dichlorbenz- aldehyd mit einem Arylsulfosäureamid durch Erhitzen unter Zusatz eines säure bindenden Mittels kondensiert und aus dem so .erhaltenen 3-Nitro-2.6-diarylsulfamino- benzaldehyd die Arylsulforeste durch Ver- seifung abspaltet. PATENT CLAIM: Process for the preparation of 3-nitro-2,6-diaminobenzaldehyde, characterized in that 3-nitro-2,6-dichlorobenzaldehyde is condensed with an arylsulfonic acid amide by heating with the addition of an acid-binding agent, and the thus obtained 3- Nitro-2,6-diarylsulfaminobenzaldehyde splits off the aryl sulfo residues by saponification. Der so erhaltene neue 3-Nitro-2.6-di- aminobenzaldelhyd kristallisiert zum Beispiel aus Trichlorbenzol in gelben Nadeln vom Schmelzpunkt 250 bis 251 . The new 3-nitro-2,6-diaminobenzaldelhydride obtained in this way crystallizes, for example, from trichlorobenzene in yellow needles with a melting point of 250 to 251.
CH149883D 1929-02-25 1930-02-19 Process for producing an aminoaldehyde compound. CH149883A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE149883X 1929-02-25
CH146262T 1930-02-19

Publications (1)

Publication Number Publication Date
CH149883A true CH149883A (en) 1931-09-30

Family

ID=25714832

Family Applications (1)

Application Number Title Priority Date Filing Date
CH149883D CH149883A (en) 1929-02-25 1930-02-19 Process for producing an aminoaldehyde compound.

Country Status (1)

Country Link
CH (1) CH149883A (en)

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