CH128131A - Process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid (4-chloronaphthostyril). - Google Patents

Process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid (4-chloronaphthostyril).

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Publication number
CH128131A
CH128131A CH128131DA CH128131A CH 128131 A CH128131 A CH 128131A CH 128131D A CH128131D A CH 128131DA CH 128131 A CH128131 A CH 128131A
Authority
CH
Switzerland
Prior art keywords
chloronaphthalene
amino
chloronaphthostyril
preparation
carboxylic acid
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 CH128131A publication Critical patent/CH128131A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/90—Benzo [c, d] indoles; Hydrogenated benzo [c, d] indoles
    • C07D209/92—Naphthostyrils
    • 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

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

Description

  

  Verfahren zur Darstellung des innern     Anhydrids    der     1-Amino-4-chlornaphthalin-8-carbon-          säure        (4-Chlornaphthostyril).       Im Patent Nr. 124076 ist ein Verfahren  zur Darstellung der     1-Amino-4-chlornaph-          thalin-8-carbonsäure    durch Einwirkung von  alkalisch wirkenden Mitteln auf die     8-Cyan-          4-chlornaphthalin-l-sulfosäure    beschrieben.  



  Vorliegendes Zusatzpatent bezieht sich  auf ein Verfahren zur Darstellung des     in-          nern        Anhydrids    der     1-Amino-4-chlornaph-          thalin-8-carbonsäure        (4-Chlornaphthostyril)     durch Einwirkung von konzentrierten     Ätz-          alkalien    auf die     8-Cyau-4-chlornaphthalin-l-          sulfosäure.     



  Das so erhaltene     4-Chlornaphthost@rril     kristallisiert aus Alkohol in Form von gel  ben Nadeln vom Schmelzpunkt<B>270'</B> und  ist mit dem von Eckstrand (Journal für  praktische Chemie [21, Band 38, Seite 172)  auf anderem Wege erhaltenen Produkt iden  tisch. Es lässt sich weder     diazotieren,    noch  mit     Diazoverbindungen.    kuppeln.  



  <I>Beispiel</I>  In einer     Schmelze    . von 40 Teilen     Ätz-          käli    und 5 Teilen Wasser werden bei    150   C 10 Teile.     8-cyan-4-chlornaphthalin-l-          sulfosaures    Natrium eingetragen, das aus  der     8-Amino-4-chlornaphthalin-l-sulfosäure     (siehe Berichte der deutschen chemischen  Gesellschaft, Band 55, Seite 54) erhältlich  ist, Man steigert nun die Temperatur lang  sam bis etwa 200' und hält die Reaktion  einige Zeit bei dieser Temperatur in Gang.  Nach dem Erkalten wird die Schmelze in  Wasser gelöst, angesäuert, das abgeschiedene       4-Chlornaphthostyril    filtriert und-mit Was  ser gewaschen.



  Process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid (4-chloronaphthostyril). Patent No. 124076 describes a process for the preparation of 1-amino-4-chloronaphthalene-8-carboxylic acid by the action of alkaline agents on 8-cyano-4-chloronaphthalene-1-sulfonic acid.



  The present additional patent relates to a process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid (4-chloronaphthostyril) by the action of concentrated caustic alkalis on the 8-cyau-4-chloronaphthalene l-sulfonic acid.



  The 4-chloronaphthost @ rril thus obtained crystallizes from alcohol in the form of yellow needles with a melting point of <B> 270 '</B> and is similar to that of Eckstrand (Journal for Practical Chemistry [21, Volume 38, Page 172) on other things Paths obtained product identical. It can neither be diazotized nor with diazo compounds. couple.



  <I> Example </I> In a melt. 40 parts of caustic cold and 5 parts of water become 10 parts at 150.degree. 8-cyano-4-chloronaphthalene-l-sulphonic acid registered, which is available from 8-amino-4-chloronaphthalene-l-sulphonic acid (see reports from the German Chemical Society, Volume 55, page 54). The temperature is now increased slowly to about 200 'and keeps the reaction going for some time at this temperature. After cooling, the melt is dissolved in water, acidified, the separated 4-chloronaphthostyril is filtered and washed with water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung des innern Anhydrids der 1-Amino-4-chlornaphthalin-8- carbonsäure, dadurch gekennzeichnet, dass man konzentrierte Ätzalkalien auf die 8 Cyan-4-chlornaphthalin-l-sulfosäure bei er höhter Temperatur einwirken lässt. PATENT CLAIM: Process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid, characterized in that concentrated caustic alkalis are allowed to act on the 8 cyano-4-chloronaphthalene-1-sulfonic acid at an elevated temperature. Das 'so erhaltene 4-Chlornaphthostyril kristallisiert aus Alkohol in Form von gel ben Nadeln vom Schmelzpunkt<B>270'</B> und ist mit dem von Eckstrand (Journal für praktische Chemie [2], Band<B>38,</B> Seite 172) auf anderem Wege erhaltenen Produkt iden- tisch. Es läBt sich weder diazotieren, noch mit Diazoverbindungen kuppeln. The 4-chloronaphthostyril obtained in this way crystallizes from alcohol in the form of yellow needles with a melting point of <B> 270 '</B> and is identical to that of Eckstrand (Journal for Practical Chemistry [2], Volume <B> 38, </ B> page 172) identical product obtained by other means. It can neither be diazotized nor coupled with diazo compounds.
CH128131D 1926-07-27 1927-06-20 Process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid (4-chloronaphthostyril). CH128131A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH122813T 1926-07-27
CH128131T 1927-06-20

Publications (1)

Publication Number Publication Date
CH128131A true CH128131A (en) 1928-10-01

Family

ID=25709948

Family Applications (1)

Application Number Title Priority Date Filing Date
CH128131D CH128131A (en) 1926-07-27 1927-06-20 Process for the preparation of the internal anhydride of 1-amino-4-chloronaphthalene-8-carboxylic acid (4-chloronaphthostyril).

Country Status (1)

Country Link
CH (1) CH128131A (en)

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