CH310149A - Process for the preparation of a substantive 2,3-oxynaphthoic acid arylide. - Google Patents

Process for the preparation of a substantive 2,3-oxynaphthoic acid arylide.

Info

Publication number
CH310149A
CH310149A CH310149DA CH310149A CH 310149 A CH310149 A CH 310149A CH 310149D A CH310149D A CH 310149DA CH 310149 A CH310149 A CH 310149A
Authority
CH
Switzerland
Prior art keywords
oxynaphthoic acid
preparation
substantive
arylide
acid arylide
Prior art date
Application number
Other languages
German (de)
Inventor
Farbwerke Hoechst Akt Bruening
Original Assignee
Hoechst 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 Hoechst Ag filed Critical Hoechst Ag
Publication of CH310149A publication Critical patent/CH310149A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/124—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters
    • C09B43/132—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters having the carboxylic group directly attached to an aromatic carbocyclic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Color Printing (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

  

  <B>Zusatzpatent</B>     zum    Hauptpatent Nr. 305720.    Verfahren zur Herstellung eines Substantiven     2,3-Oxynaphthoesäurearylids.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Herstellung eines  Substantiven 2,3 -     Oxynaphthoesäurearylids,     welches dadurch gekennzeichnet ist, dass man       2,3-Oxynaphthoesäure    mit     1-(3'-Amino-6'-me-          thyl    -     phenyl)    - 3 -     methyl    - 4 - (2"-methoxybenzol-         5"-sulfonsäurediäthylamid    -1"-     azo)

      - 5 -     pyrazo-          lon    kondensiert.  



  Die erhaltene, bisher nicht bekannte Ver  bindung stellt ein wertvolles Zwischenprodukt  für die Herstellung von     Azofarbstoffen    dar.    <I>Beispiel:</I>    47 Gewichtsteile 1-     (3'-Amino-6'-methyl-          phenyl)    -     3-methyl-4-    (2"-methoxybenzol-5"-sul-         lonsäurediäthylamid-1"-azo)-5-pyrazolon    von  der folgenden Formel  
EMI0001.0018     
    (erhältlich durch Kuppeln von     diazotier-          tem        1-Amino-2-methoxybenzol-5-sulfonsäure-          diäthylamid    mit     1-(3'-Amino-6'-methyl-phe-          riy    1)

       -3-methyl-5-pyrazolon)    und 19 Gewichts  teile     2,3-Oxynaphthoesäure    werden mit 400       Gewiehtsteilen    wasserfreiem Chlorbenzol ver  rührt. Bei Raumtemperatur lässt man inner  halb von etwa 15 Minuten 8 Gewichtsteile       Phosphortrichlorid        zutropfen    und erhitzt an  sehliessend 5 Stunden zum Sieden. Nach dem  Erkalten saugt man ab und wäscht zuerst  mit Chlorbenzol und dann mit Methanol nach.  Der Rückstand wird mit verdünnter Soda  lösung ausgekocht.  



  Das erhaltene     Arylid    fällt in orangefar  benen     Nädelchen    vom Schmelzpunkt 2720 C    an. Es ist in verdünnter Natronlauge mit gel  ber Farbe löslich.



  <B> Additional patent </B> to main patent no. 305720. Process for the preparation of a noun 2,3-oxynaphthoic acid arylide. The subject of the present additional patent is a process for the production of a noun 2,3-oxynaphthoic acid arylide, which is characterized in that 2,3-oxynaphthoic acid is mixed with 1- (3'-amino-6'-methyl-phenyl) -3 - methyl - 4 - (2 "-methoxybenzene- 5" -sulphonic acid diethylamide -1 "- azo)

      - 5 - pyrazolone condensed.



  The compound obtained, previously unknown, represents a valuable intermediate product for the production of azo dyes. <I> Example: </I> 47 parts by weight of 1- (3'-amino-6'-methylphenyl) -3-methyl- 4- (2 "-methoxybenzene-5" -sul-lonsäurediäthylamid-1 "-azo) -5-pyrazolone of the following formula
EMI0001.0018
    (obtainable by coupling diazotized 1-amino-2-methoxybenzene-5-sulfonic acid diethylamide with 1- (3'-amino-6'-methyl-pheriy 1)

       -3-methyl-5-pyrazolone) and 19 parts by weight of 2,3-oxynaphthoic acid are stirred with 400 parts by weight of anhydrous chlorobenzene. At room temperature, 8 parts by weight of phosphorus trichloride are added dropwise within about 15 minutes and the mixture is heated to boiling for 5 hours. After cooling, it is suctioned off and washed first with chlorobenzene and then with methanol. The residue is boiled with dilute soda solution.



  The arylide obtained falls in orange needles with a melting point of 2720 C. It is soluble in dilute caustic soda with a yellow color.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Substan tiven 2,3-Oxynaphthoesäurearylids, dadurch gekennzeichnet, dass man 2,3-Oxynaphthoe- säure mit 1- (3' - Amino - 6'-methyl-phenyl)- 3 methy 1- 4 - (2" - methoxybenzol - 5"- sulfonsäure- diäthylamid-1"-azo)-5-pyrazolon kondensiert. Die so erhaltene neue Verbindung kristal lisiert in orangefarbenen Nädelchen vom Schmelzpunkt 272 C. Sie ist in verdünnter Natronlauge mit gelber Farbe löslich. PATENT CLAIM: A process for the preparation of a substantive 2,3-oxynaphthoic acid arylide, characterized in that 2,3-oxynaphthoic acid is mixed with 1- (3 '- amino - 6'-methylphenyl) - 3 methy 1- 4 - ( 2 "- methoxybenzene - 5" - sulfonic acid diethylamide-1 "-azo) -5-pyrazolone condensed. The new compound thus obtained crystallizes in orange needles with a melting point of 272 C. It is soluble in dilute sodium hydroxide solution with a yellow color.
CH310149D 1951-05-26 1952-05-24 Process for the preparation of a substantive 2,3-oxynaphthoic acid arylide. CH310149A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE310149X 1951-05-26
CH305720T 1952-05-24

Publications (1)

Publication Number Publication Date
CH310149A true CH310149A (en) 1955-09-30

Family

ID=25734994

Family Applications (1)

Application Number Title Priority Date Filing Date
CH310149D CH310149A (en) 1951-05-26 1952-05-24 Process for the preparation of a substantive 2,3-oxynaphthoic acid arylide.

Country Status (1)

Country Link
CH (1) CH310149A (en)

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