CH143987A - Process for the preparation of a mixture of 1-w-aminomethylnaphthalene-2- and -4-sulfonic acid. - Google Patents

Process for the preparation of a mixture of 1-w-aminomethylnaphthalene-2- and -4-sulfonic acid.

Info

Publication number
CH143987A
CH143987A CH143987DA CH143987A CH 143987 A CH143987 A CH 143987A CH 143987D A CH143987D A CH 143987DA CH 143987 A CH143987 A CH 143987A
Authority
CH
Switzerland
Prior art keywords
sulfonic acid
aminomethylnaphthalene
mixture
preparation
water
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 CH143987A publication Critical patent/CH143987A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/47—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton having at least one of the sulfo groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system

Landscapes

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

Description

  

  Verfahren zur Darstellung eines Gemisches von     1-co-Aminomethyl-          naphtalin-2-    und     -4-sulfosäur    e.    Nach dem Verfahren vorliegender Erfin  dung erhält man durch Behandlung von     1-co-          Aminomethylnaphtalin     
EMI0001.0006     
         (vergl.    deutsche Patentschrift Nr. 442774)  mit sulfonierenden Mitteln, wie starker oder       anhydridhaltiger    Schwefelsäure, ein Gemisch  etwa gleicher Teile der in Wasser unlöslichen       2-Sulfosäure    und der in Wasser leicht lös  lichen     4-Sulfosäure,    die sich auf Grund ihrer  verschiedenen Löslichkeit leicht trennen lassen.  



  Das trockene Gemisch der beiden Säuren  bildet ein farbloses Pulver, aus dessen Lö  gung in Schwefelsäure durch Zugabe von  Wasser die     2-Sulfosäure    ausfällt.  



  Die neuen Verbindungen sollen als Aus  gangsstoff für die Darstellung der entspre-         chenden        1-Naphtaldehydsulfosäuren    dienen,  in die sie über die     Benzolverbindungen    um  gewandelt werden.  



  <I>Beispiel:</I>  In 5 Teile wasserfreie Schwefelsäure lässt  man unter Rühren 2 Teile     1-w-Aminomethyl-          naphtalin        eintropfen,    wobei man die Tempe  ratur nicht über 50   steigen lässt. Wenn  eine Probe auf Zusatz von Alkali nicht mehr  die Base abscheidet, giesst man auf Eis  und arbeitet das Gemisch in der üblichen  Weise auf.  



  Eine Trennung der beiden entstandenen       Sulfosäuren    kann man herbeiführen, indem  man die wässerige saure Lösung gelinde auf  dem Wasserbade erwärmt. Es scheidet sich  das innere Salz der     1-cv-Aminomethylnaph-          talin-2-sulfosäure    als in Wasser und     Natrium-          carbonat    schwer, in     Natriumhydroxydlösung     leicht lösliche weisse Kristallmasse ab. Aus  dem Filtrat gewinnt man nach dem     Kalken,         Umsetzen mit     Natriumcarbonat    und Ein  dampfen des Filtrates das in Wasser leicht  lösliche     Natriumsalz    der     4-Sulfosäure.  



  Process for the preparation of a mixture of 1-co-aminomethylnaphthalene-2- and -4-sulfonic acid. According to the process of the present invention, treatment of 1-co-aminomethylnaphthalene is obtained
EMI0001.0006
         (See. German Patent No. 442774) with sulfonating agents, such as strong or anhydride-containing sulfuric acid, a mixture of approximately equal parts of the water-insoluble 2-sulfonic acid and the easily soluble 4-sulfonic acid in water, which are easily due to their different solubility let separate.



  The dry mixture of the two acids forms a colorless powder, from the solution of which in sulfuric acid the 2-sulfonic acid is precipitated by adding water.



  The new compounds are intended to serve as a starting material for the preparation of the corresponding 1-naphthaldehyde sulfonic acids, into which they are converted via the benzene compounds.



  <I> Example: </I> 2 parts of 1-w-aminomethylnaphthalene are added dropwise to 5 parts of anhydrous sulfuric acid with stirring, the temperature not being allowed to rise above 50. If a sample no longer separates the base due to the addition of alkali, it is poured onto ice and the mixture is worked up in the usual way.



  The two sulfonic acids formed can be separated by gently warming the acidic aqueous solution on the water bath. The inner salt of 1-cv-aminomethylnaphthalen-2-sulphonic acid separates out as a white crystal mass which is difficult to dissolve in water and sodium carbonate and easily soluble in sodium hydroxide solution. After lime, reaction with sodium carbonate and a vaporization of the filtrate, the sodium salt of 4-sulfonic acid, which is readily soluble in water, is obtained from the filtrate.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Gemi sches von 1-co-Aminomethylnaphtalin-2- und -4-sulfosäure, -dadurch gekennzeichnet, dass man 1-w-Aminomethylnaphtalin mit sulfonie- renden Mitteln behandelt. Das trockene Gemisch der beiden Säuren bildet ein farbloses Pulver, aus dessen Lö sung in Schwefelsäure durch Zugabe von Wasser die 2-Sulfosäure ausfällt. PATENT CLAIM: Process for the preparation of a mixture of 1-co-aminomethylnaphthalene-2- and -4-sulfonic acid, characterized in that 1-w-aminomethylnaphthalene is treated with sulfonating agents. The dry mixture of the two acids forms a colorless powder, from the solution of which in sulfuric acid the 2-sulfonic acid is precipitated by adding water.
CH143987D 1929-05-23 1929-05-23 Process for the preparation of a mixture of 1-w-aminomethylnaphthalene-2- and -4-sulfonic acid. CH143987A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH143987T 1929-05-23

Publications (1)

Publication Number Publication Date
CH143987A true CH143987A (en) 1930-12-15

Family

ID=4400497

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143987D CH143987A (en) 1929-05-23 1929-05-23 Process for the preparation of a mixture of 1-w-aminomethylnaphthalene-2- and -4-sulfonic acid.

Country Status (1)

Country Link
CH (1) CH143987A (en)

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