CH187902A - Process for the preparation of 2-amino-1-oxynaphthalene-7-sulfonic acid. - Google Patents

Process for the preparation of 2-amino-1-oxynaphthalene-7-sulfonic acid.

Info

Publication number
CH187902A
CH187902A CH187902DA CH187902A CH 187902 A CH187902 A CH 187902A CH 187902D A CH187902D A CH 187902DA CH 187902 A CH187902 A CH 187902A
Authority
CH
Switzerland
Prior art keywords
amino
oxynaphthalene
acid
acids
aqueous medium
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 CH187902A publication Critical patent/CH187902A/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
    • C07C309/49—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 the carbon skeleton being further substituted by singly-bound oxygen atoms
    • C07C309/50—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 the carbon skeleton being further substituted by singly-bound oxygen atoms 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

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

Description

  

  Verfahren zur Herstellung von     2-Amino-l-oaynaphthalin-7-sulfonsäure.       Es wurde gefunden, dass die     2-Amino-l.-          oxynaphthalin-7-sulfonsäure    hergestellt wer  den kann, wenn     2-Arnino-l-oxynaphthalin-          4.7-disulfonsäure    in wässerigem Medium mit  Säuren erhitzt wird.  



  Die     2-Amino-l-oxynaphthalin-7-sulfonsäure     stellt ein farbloses Pulver dar, das sich in  kaltem Wasser und in verdünnten Mineral  säuren ziemlich schwer, in verdünnten     Alka-          lien    leicht mit olivgrüner Farbe, die beim  Stehen rasch dunkler wird, löst. Sie stellt  ein wertvolles Zwischenprodukt zur Herstel  lung von     Farbstoffen    dar.  



  Als Säuren, mit denen die     2-Amino-l-          oxynaphthalin-4.7-disulfonsäure    in wässeri  gem Medium erhitzt, und dabei die sich in       4-Stellung    befindende     Sulfonsäuregruppe    durch       Wasserstoff    ersetzt werden kann, kommen  anorganische Säuren sowie aromatische und       hydroaromatische    Säuren in Betracht;

   solche  Säuren sind zum Beispiel Salzsäure, Schwefel  säure, Phosphorsäure, Benzol- sowie     Naph-          thalinmono-,        -di-    und     -polysulfonsäuren,    Ben-         zolsulfocarbonsäuren    und     Tetrahydronaphtha-          linsulfonsäuren.    Eine besonders glatte Um  setzung lässt sich bei Verwendung von ver  dünnten Mineralsäuren erzielen, und von  diesen eignet sich verdünnte Schwefelsäure  besonders gut.  



  Das Erhitzen der     2-Amino-l-oxynaphtha-          lin-4.7-disulfonsäure    in wässerigem Medium  mit Säuren kann     offen    oder unter Druck, in  Gegenwart oder Abwesenheit von organischen       Lösungs-    oder     Suspensionamitteln,    wie zum  Beispiel Alkohol, erfolgen.  



  <I>Beispiel:</I>       1ö    Teile     2-Amino-l-oxynaphthalin-4.7-          disulfonsäure    werden in 200 Teilen 50     o/oiger     Schwefelsäure so lange rückfliessend erhitzt,  bis die 4stündige     Sulfonsäuregruppe    abge  spalten ist. Dann wird filtriert, mit Wasser  gewaschen und getrocknet.



  Process for the preparation of 2-amino-1-oaynaphthalene-7-sulfonic acid. It has been found that 2-amino-1-oxynaphthalene-7-sulfonic acid can be produced when 2-amino-1-oxynaphthalene-4,7-disulfonic acid is heated with acids in an aqueous medium.



  2-Amino-1-oxynaphthalene-7-sulphonic acid is a colorless powder which dissolves rather difficultly in cold water and in dilute mineral acids, and easily in dilute alkalis with an olive green color which quickly darkens when standing. It is a valuable intermediate product in the manufacture of dyes.



  The acids with which the 2-amino-l-oxynaphthalene-4,7-disulfonic acid is heated in aqueous medium and the sulfonic acid group in the 4-position can be replaced by hydrogen are inorganic acids and aromatic and hydroaromatic acids;

   such acids are, for example, hydrochloric acid, sulfuric acid, phosphoric acid, benzene and naphthalene mono-, di- and polysulphonic acids, benzene sulphocarboxylic acids and tetrahydronaphthalene sulphonic acids. A particularly smooth implementation can be achieved when using dilute mineral acids, and of these, dilute sulfuric acid is particularly suitable.



  The heating of the 2-amino-1-oxynaphthalin-4,7-disulfonic acid in an aqueous medium with acids can be carried out openly or under pressure, in the presence or absence of organic solvents or suspension agents, such as alcohol.



  <I> Example: </I> 10 parts of 2-amino-1-oxynaphthalene-4,7-disulfonic acid are refluxed in 200 parts of 50% sulfuric acid until the 4-hour sulfonic acid group is split off. It is then filtered, washed with water and dried.

Claims (1)

PATENTANSPRU0H Verfahren zur Herstellung von 2-Amino- 1-oxynaphthalin-7- sulfonsäure, dadurch ge- kennzeichnet, daLS 2-Amino-l-oxynaphtLalin- 4. 7-disulfonsäure in wässerigem Medium mit Säuren erhitzt wird. Die 2-Amino-l-oxynaphthalin-7-sulfonsäure stellt ein farbloses Pulver dar, das sich in kaltem Wasser und in verdünnten Mineral säuren ziemlich schwer, in verdünnten Alka- lien leicht mit olivgrüner Farbe, die beim Stehen rasch dunkler wird, löst. PATENT APPLICATION Process for the production of 2-amino-1-oxynaphthalene-7-sulfonic acid, characterized in that 2-amino-1-oxynaphthalene-4. 7-disulfonic acid is heated in an aqueous medium with acids. 2-Amino-1-oxynaphthalene-7-sulphonic acid is a colorless powder which dissolves rather difficultly in cold water and in dilute mineral acids, and easily in dilute alkalis with an olive green color which quickly darkens when standing. Sie stellt ein wertvolles Zwischenprodukt zur Herstel lung von Farbstoffen dar. UNTERANSPRÜC$E 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass das Erhitzen in einem Mineralsäure enthaltenden wässerigen Me dium erfolgt. 2. Ausführungsform nach Patentanspruch, da durch gekennzeichnet, dass das Erhitzen in einem Schwefelsäure enthaltenden wäs serigen Medium erfolgt. It is a valuable intermediate product for the production of dyes. SUBSTANTIARY 1. A method according to claim, characterized in that the heating takes place in an aqueous medium containing mineral acid. 2. Embodiment according to claim, characterized in that the heating takes place in an aqueous medium containing sulfuric acid.
CH187902D 1934-12-18 1934-12-18 Process for the preparation of 2-amino-1-oxynaphthalene-7-sulfonic acid. CH187902A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH181530T 1934-12-18
CH187902T 1934-12-18

Publications (1)

Publication Number Publication Date
CH187902A true CH187902A (en) 1936-11-30

Family

ID=25720544

Family Applications (1)

Application Number Title Priority Date Filing Date
CH187902D CH187902A (en) 1934-12-18 1934-12-18 Process for the preparation of 2-amino-1-oxynaphthalene-7-sulfonic acid.

Country Status (1)

Country Link
CH (1) CH187902A (en)

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