CH205783A - Process for the preparation of 8-methyl-3-oxy-diphenylene oxide. - Google Patents

Process for the preparation of 8-methyl-3-oxy-diphenylene oxide.

Info

Publication number
CH205783A
CH205783A CH205783DA CH205783A CH 205783 A CH205783 A CH 205783A CH 205783D A CH205783D A CH 205783DA CH 205783 A CH205783 A CH 205783A
Authority
CH
Switzerland
Prior art keywords
methyl
oxy
preparation
diphenylene oxide
weight
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 CH205783A publication Critical patent/CH205783A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans

Landscapes

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

Description

  

  Verfahren zur Herstellung von     S-1VIethyl-3-ogy-diphenylenogyd.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Herstellung von     8-Me-          thyl-3-oxy-diphenylenoxyd,    welches dadurch  gekennzeichnet ist, dass man     3'-Methyl-2'-          halogeii-2,5-dioxydiphenyl    mit einem alkalisch  wirkenden Mittel bei höherer Temperatur be  handelt.  



  Die so erhaltene neue Verbindung stellt  ein wertvolles Zwischenprodukt zur Herstel  lung von Farbstoffen dar.         Beispiel:     300 Gewichtsteile     3'-1Vlethyl-2'-chlor-2,5-          dioxydiphenyl    vom F.<B>178-1790</B> C (erhält  lich durch Reduktion des durch Umsetzung  von     diazotiertem        3-Methyl-2-chlor-l-amino-          benzol    mit     Benzochinon    entstehenden     3'-Me-          thyl-2'-chlorphenylbenzochinons    vom F.

   100  bis<B>1010</B> C), werden zusammen mit 60 Ge  wichtsteilen     Natriumhydrosulfit    bei 220-230    C in eine aus 600 Gewichtsteilen     Ätzkali,     200 Gewichtsteilen kristallisiertem Natrium  acetat und 50 Gewichtsteilen Wasser berei  tete Schmelze eingetragen. Zur Beendigung    der Reaktion wird noch bis auf 240   C er  hitzt und dann die Schmelze auf Eis ausge  tragen. Die alkalische Lösung wird geklärt,  angesäuert und das erhaltene Rohprodukt  durch Vakuumdestillation     (Kps    :190   C) oder  durch Umkristallisation gereinigt.  



  Das erhaltene     8-Methyl-3-oxy-diphenylen-          oxyd    ist in verdünnten Alkalien farblos lös  lich und kristallisiert aus Benzol in farblosen       Nädelchen    vom F. 132-133   C.



  Process for the preparation of S-1VIethyl-3-ogy-diphenylenogyd. The subject of the present additional patent is a process for the production of 8-methyl-3-oxy-diphenylene oxide, which is characterized in that 3'-methyl-2'-halogen-2,5-dioxydiphenyl is mixed with an alkaline agent treats at a higher temperature.



  The new compound obtained in this way is a valuable intermediate for the production of dyes. Example: 300 parts by weight of 3'-1Vlethyl-2'-chloro-2,5-dioxydiphenyl from F. 178-1790 C ( obtainable by reduction of the 3'-methyl-2'-chlorophenylbenzoquinone produced by the reaction of diazotized 3-methyl-2-chloro-1-aminobenzene with benzoquinone from F.

   100 to 1010 C) are entered together with 60 parts by weight of sodium hydrosulfite at 220-230 C in a melt prepared from 600 parts by weight of caustic potash, 200 parts by weight of crystallized sodium acetate and 50 parts by weight of water. To terminate the reaction, it is heated up to 240 C and then the melt is carried out on ice. The alkaline solution is clarified, acidified and the crude product obtained is purified by vacuum distillation (boiling point: 190 ° C.) or by recrystallization.



  The 8-methyl-3-oxy-diphenylene oxide obtained is colorlessly soluble in dilute alkalis and crystallizes from benzene in colorless needles with a melting point of 132-133 C.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 8-Metbyl- 3-oxy-diphenylenoxyd, dadurch gekennzeich net, dass man 3'-Methyl-2'-halogen-2,5-dioxy- diphenyl mit einem alkalisch wirkenden Mittel bei höherer Temperatur behandelt. Die so erhaltene Verbindung ist in ver dünnten Alkalien farblos löslich und kristal lisiert aus Benzol in farblosen Nädelchen vom .F. 132-133<B>0 0</B>. PATENT CLAIM: Process for the production of 8-methyl-3-oxy-diphenylene oxide, characterized in that 3'-methyl-2'-halogen-2,5-dioxydiphenyl is treated with an alkaline agent at a higher temperature. The compound obtained in this way is colorlessly soluble in dilute alkalis and crystallizes from benzene in colorless needles from .F. 132-133 <B> 0 0 </B>.
CH205783D 1936-01-22 1937-01-14 Process for the preparation of 8-methyl-3-oxy-diphenylene oxide. CH205783A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE205783X 1936-01-22
CH199182T 1937-01-14

Publications (1)

Publication Number Publication Date
CH205783A true CH205783A (en) 1939-06-30

Family

ID=25723207

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205783D CH205783A (en) 1936-01-22 1937-01-14 Process for the preparation of 8-methyl-3-oxy-diphenylene oxide.

Country Status (1)

Country Link
CH (1) CH205783A (en)

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