CH108193A - Process for the production of a new intermediate product in the tar color industry. - Google Patents

Process for the production of a new intermediate product in the tar color industry.

Info

Publication number
CH108193A
CH108193A CH108193DA CH108193A CH 108193 A CH108193 A CH 108193A CH 108193D A CH108193D A CH 108193DA CH 108193 A CH108193 A CH 108193A
Authority
CH
Switzerland
Prior art keywords
production
new intermediate
intermediate product
molecule
triazine
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 CH108193A publication Critical patent/CH108193A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
    • C07D251/22—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to two ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines neuen Zwischenproduktes der Teerfarbenindustrie.    Es wurde gefunden; dass man ein neues  Zwischenprodukt der Teerfarbenindustrie, das       2-(2-Chlor)-phenylamino-4;        6-di-p-oxy-naph-          thyl-1,    3,     5-triazin,    erhält, wenn man das Kon  densationsprodukt aus einem. Molekül     Cyanur-          trihalogenid    und einem     Molekül-o-Chloranilin     auf     a-Naphthol    einwirken lässt.

   Das     2-(2-Chlor)-          phenylamino-4,        6-di-p-oxy-naphthyl-1,    3,     5-tri-          azin    bildet ein hellgelbes     Pulver    und löst  sich in     Ätzalkalien    mit gelber, in Schwefel  säure mit blauroter Farbe. Es schmilzt, aus       Aceton-gylol    umgefällt, bei 222-225  . Es  ist ein wertvolles Zwischenprodukt zur Her  stellung von     Farbstoffen.     



  <I>Beispiel:</I>  128 Teile des Kondensationsproduktes aus  einem Molekül     Cyanurchlorid    und einem Mo  lekül     o-Chloranilin        (Schmp.    158  ) werden zu  sammen mit 150 Zeilen     a-Naphthol    in 1600  Teilen     Tetnachloräthan    unter starkem Rühren  eingetragen und mit 125 Teilen Aluminium  chlorid versetzt. Hierauf rührt man längere  Zeit bei 140  , lässt abkühlen und trennt die  zähflüssige Reaktionsmasse vom Verdünnungs  mittel durch Abgiessen.

   Das Reaktionsprodukt    wird nun mit verdünnter Salzsäure aufge  kocht,     wobei    es zu einem orangeroten Pulver  zerfällt, hierauf filtriert, in verdünnter Natron  lauge gelöst und das neue     Triazin    durch Essig  säure ausgefällt.



  Process for the production of a new intermediate product in the tar color industry. It was found; that a new intermediate product in the tar color industry, 2- (2-chloro) -phenylamino-4; 6-di-p-oxy-naphthyl-1, 3, 5-triazine is obtained when the condensation product is obtained from a. Molecule of cyanur trihalide and one molecule of o-chloroaniline to act on a-naphthol.

   The 2- (2-chloro) - phenylamino-4, 6-di-p-oxy-naphthyl-1, 3, 5-triazine forms a light yellow powder and dissolves in caustic alkalis with yellow, in sulfuric acid with blue-red color . When reprecipitated from acetone-glycol, it melts at 222-225. It is a valuable intermediate in the manufacture of dyes.



  <I> Example: </I> 128 parts of the condensation product of one molecule of cyanuric chloride and one molecule of o-chloroaniline (melting point 158) are added together with 150 lines of a-naphthol in 1600 parts of tetnachloroethane with vigorous stirring and 125 parts Aluminum chloride added. The mixture is then stirred for a long time at 140, allowed to cool and the viscous reaction mass is separated from the diluent by pouring off.

   The reaction product is now boiled up with dilute hydrochloric acid, whereupon it disintegrates to an orange-red powder, then filtered, dissolved in dilute sodium hydroxide solution and the new triazine is precipitated by acetic acid.

Claims (1)

PATENTANSPRUCH: Verfahren -zur Herstellung eines neuen Zwischenproduktes, des 2-(2-Chlor)-phenyl- amino-4, 6-di-p-oxy-naphthyl-1, 3, 5-triazins, dadurch gekennzeichnet, dass man das Kon densationsprodukt aus einem Molekül Cyanur- trihalogenid und einem Molekül o-Chloranilin 'auf a-Naphthol einwirken lässt. PATENT CLAIM: Process -for the production of a new intermediate, the 2- (2-chloro) -phenyl-amino-4, 6-di-p-oxy-naphthyl-1, 3, 5-triazine, characterized in that the Kon Densation product of one molecule of cyanuric trihalide and one molecule of o-chloroaniline 'can act on a-naphthol. Das 2-(2-Chlor)- phenylamino-4, 6-di-p-oxy-naphthyl-l, 3; 5-tri- azin bildet ein hellgelbes Pulver und löst sich in Ätzalkalien mit gelber, in Schwefelsäure mit blauroter.Farbe. Es schmilzt, aus Aceton gylol umgefällt, bei 222-225 . Es ist ein wertvolles Zwischenprodukt zur Herstellung von Farbstoffen. UNTERANSPRÜCHE 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Einwirkung in Gegenwart eines Katalysators durch führt. 2. 2- (2-chloro) phenylamino-4, 6-di-p-oxy-naphthyl-l, 3; 5-triazine forms a light yellow powder and dissolves in caustic alkalis with a yellow color, in sulfuric acid with a blue-red color. It melts, reprecipitated from acetone glycol, at 222-225. It is a valuable intermediate in the manufacture of dyes. SUBClaims 1. The method according to claim, characterized in that the action is carried out in the presence of a catalyst. 2. Verfahren nach Patentanspruch; dadurch gekennzeichnet, dass man die Einwirkung in Gegenwart eines Katalysators und eines Verdünnungsmittels durchführt. Method according to claim; characterized in that the action is carried out in the presence of a catalyst and a diluent.
CH108193D 1923-08-09 1923-08-09 Process for the production of a new intermediate product in the tar color industry. CH108193A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH107619T 1923-08-09
CH108193T 1923-08-09

Publications (1)

Publication Number Publication Date
CH108193A true CH108193A (en) 1924-12-16

Family

ID=25707220

Family Applications (1)

Application Number Title Priority Date Filing Date
CH108193D CH108193A (en) 1923-08-09 1923-08-09 Process for the production of a new intermediate product in the tar color industry.

Country Status (1)

Country Link
CH (1) CH108193A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2720480A (en) * 1953-07-17 1955-10-11 Ethyl Corp Fungicidal compositions and method of using same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2720480A (en) * 1953-07-17 1955-10-11 Ethyl Corp Fungicidal compositions and method of using same

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