CH135651A - Process for the preparation of 6-bromo-3-amino-2-naphthol. - Google Patents

Process for the preparation of 6-bromo-3-amino-2-naphthol.

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Publication number
CH135651A
CH135651A CH135651DA CH135651A CH 135651 A CH135651 A CH 135651A CH 135651D A CH135651D A CH 135651DA CH 135651 A CH135651 A CH 135651A
Authority
CH
Switzerland
Prior art keywords
bromo
amino
naphthol
preparation
formula
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 CH135651A publication Critical patent/CH135651A/en

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

Description

  

  Verfahren zur Darstellung von     6-Brom-3-amino-2-naphthol.       Vorliegendes Patent bezieht sich auf       ein    Verfahren zur Darstellung von     6-Brom-          3-amino-2-naphthol,    dadurch gekennzeichnet,  dass man     o-Arylsulfosäureester    des     6-Brom-          2-oxy-3-naphtoesäureamids    der     Formel:

       
EMI0001.0009     
    der     Einwirkung    von     Hypohalogeniten    unter  wirft und den gebildeten     o-Arylsulfosäure-          ester    des     6-Brom-3-Amino-2-naphthols    der       1'ormel     
EMI0001.0016     
    verseift. Das so in vorzüglicher Ausbeute er  haltene     6-Brom-3-amino-2-naphthol    kristalli  siert aus Wasser in farblosen dünnen Blätt  chen vom Schmelzpunkt 222'     (unkorr.).    Der  neue Körper soll als Zwischenprodukt zur  Herstellung von, Farbstoffen dienen.

      <I>Beispiel:</I>  Man .löst 266 Teile     6-Brom-2-oxy-3-          naphthoesäureamid    (erhalten aus     6-Brom-2-          oxy-3-naphthoesäurechlorid    und Ammoniak  in hellgelben Blättchen vom Schmelzpunkt  295   [nicht     korrj)    in Natronlauge und er  hitzt mit 210 Teilen     p-Toluolsulfochlorid    kurze  Zeit zum Kochen.

   Das so erhaltene     6-Brom-          2-p-toluolsulfonyl-oxy-3-näphthoesäureamid          kristallisiert    in     Eisessig    in farblosen Na  deln vom Schmelzpunkt 180 bis 185   (nicht       korr.)        Daraus    erhält man durch Einwirkung  einer     Natriumhypochloritlösung,    entsprechend  71     Teilen    .aktiven Chlors,     unter    Zusatz von  250 Teilen     calc.,Soda.,

      den     6-B.rom-3-amino-2-          naphthol-p-toluolsulfosäureester    (farblose Na  deln .aus verdünntem Alkohol vom Schmelz  punkt 105   nicht     korr.1    ), der bei der     Ver-          seifung        6-Brom-3-amino-2-naphthol    ergibt.



  Process for the preparation of 6-bromo-3-amino-2-naphthol. The present patent relates to a process for the preparation of 6-bromo-3-amino-2-naphthol, characterized in that o-aryl sulfonic acid esters of 6-bromo-2-oxy-3-naphthoic acid amide of the formula:

       
EMI0001.0009
    the action of hypohalites and throws the o-arylsulfonic acid ester of 6-bromo-3-amino-2-naphthol of the formula formed
EMI0001.0016
    saponified. The 6-bromo-3-amino-2-naphthol obtained in this way in excellent yield crystallizes from water in colorless thin leaves with a melting point of 222 '(uncorrupted). The new body should serve as an intermediate product for the production of, dyes.

      <I> Example: </I> 266 parts of 6-bromo-2-oxy-3-naphthoic acid amide (obtained from 6-bromo-2-oxy-3-naphthoic acid chloride and ammonia are dissolved in light yellow flakes with a melting point of 295 [not corrj ) in sodium hydroxide solution and heats it to boil for a short time with 210 parts of p-toluenesulfonyl chloride.

   The 6-bromo-2-p-toluenesulfonyl-oxy-3-naphthoic acid amide thus obtained crystallizes in glacial acetic acid in colorless needles with a melting point of 180 to 185 (not corr.). with the addition of 250 parts calc., soda.,

      the 6-B.rom-3-amino-2-naphthol-p-toluenesulfonic acid ester (colorless needles, made from dilute alcohol with a melting point of 105, not corr. 1), the 6-bromo-3-amino- 2-naphthol yields.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 6-Brom- 3-a.mino-2-naphthol, dadurch gekennzeichnet, daB man o-Arylsulfosäureester des 6-Brom- 2-oxy-3-naphtoesäureamids der Formel: EMI0002.0005 der Einwirkung von Hypohalogeniten unter wirft und den gebildeten o-Arylsulfosäure- ester des 6-Brom-3-Amino-2-naphtholsi der Formel: EMI0002.0010 verseift. PATENT CLAIM: Process for the preparation of 6-bromo-3-a.mino-2-naphthol, characterized in that o-arylsulfonic acid esters of 6-bromo-2-oxy-3-naphthoic acid amide of the formula: EMI0002.0005 the action of hypohalites and the formed o-arylsulfonic acid ester of 6-bromo-3-amino-2-naphtholsi of the formula: EMI0002.0010 saponified. Das so in vorzüglicher Ausbeute er haltene 6-Brom-3-amino-2-naphthol kristalli siert aus Wasser in farblosen dünnen Blätt chen vom Schmelzpunkt 222 (unkorr.). Der neue Körper soll als Zwischenprodukt zur Herstellung von; Farbstoffen dienen. The 6-bromo-3-amino-2-naphthol obtained in this way in excellent yield crystallized from water in thin, colorless leaves with a melting point of 222 (uncorrupted). The new body is intended as an intermediate for the manufacture of; Serve dyes.
CH135651D 1926-12-24 1927-12-09 Process for the preparation of 6-bromo-3-amino-2-naphthol. CH135651A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE135651X 1926-12-24
CH132311T 1927-12-09

Publications (1)

Publication Number Publication Date
CH135651A true CH135651A (en) 1929-09-30

Family

ID=25711820

Family Applications (1)

Application Number Title Priority Date Filing Date
CH135651D CH135651A (en) 1926-12-24 1927-12-09 Process for the preparation of 6-bromo-3-amino-2-naphthol.

Country Status (1)

Country Link
CH (1) CH135651A (en)

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