CH125474A - Process for the preparation of methylpyrazolanthrone. - Google Patents

Process for the preparation of methylpyrazolanthrone.

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Publication number
CH125474A
CH125474A CH125474DA CH125474A CH 125474 A CH125474 A CH 125474A CH 125474D A CH125474D A CH 125474DA CH 125474 A CH125474 A CH 125474A
Authority
CH
Switzerland
Prior art keywords
preparation
anthrone
methylpyrazolanthrone
pyrazole
starting material
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 CH125474A publication Critical patent/CH125474A/en

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  • Nitrogen Condensed Heterocyclic Rings (AREA)

Description

  

  Verfahren     mir        Darstellung    von     llletliylhyrazolantliroll.       Es wurde gefunden, dass man     Methyl-          pyrazolanthron    in vorteilhafter - Weise ge  winnen kann, wenn man     Pyrazolanthron    mit       methylierenden    Mitteln in Anwesenheit von       sauren    Kondensationsmitteln behandelt. Man  kann hierbei zum Beispiel vorteilhaft in der  Weise verfahren, dass' man     Pyrazolanthron,     sei. es mit     Schwefelsäuremethylestern,    sei es  mit einem geeigneten Gemisch von reinem  Methylalkohol und Schwefelsäure, auf höhere  Temperaturen erhitzt.  



       Beispiel:     In 120 Gewichtsteile konzentrierte Schwe  felsäure lässt man bei Temperaturen unter  40' langsam unter gutem Rühren und Küh  len 32 Gewichtsteile Methylalkohol einlaufen,       l:rä        :;t    dann in die Mischung 20 Gewichtsteile       Pyrazola.nthron    ein, erhitzt langsam auf  170   und hält etwa drei Stunden bei der       g        r   <B>1</B>     eiehen        Temperatur.        Das        Ende        der        Reaktion     ist daran zu erkennen,

   dass eine herausgenom  mene Probe der Schmelze beim Verdünnen  mit Wasser einen Niederschlag gibt, der sich    in wässerigen     Alkalihydroxydlösungen    nicht  mehr löst. Man giesst sodann in Wasser,  saugt ab, trennt erforderlichenfalls durch  Erwärmen mit verdünntem     Alkalihydroxyd     von etwa unverändertem Ausgangsmaterial  ab und trocknet. Zur völligen Reinigung  kann das Produkt aus     Monochlorbenzol    um  kristallisiert werden. Man erhält     Mono-          methylpyrazolanthron    in gelben Nadeln, die  bei 221 bis 224' schmelzen.  



  Das neue     Methylpyrazolanthron    ist ein  wertvolles Ausgangsmaterial zur Darstellung  von Farbstoffen.



  Procedure with representation of llletliylhyrazolantliroll. It has been found that methyl pyrazole anthrone can advantageously be obtained if pyrazole anthrone is treated with methylating agents in the presence of acidic condensing agents. One can, for example, advantageously proceed in such a way that one is pyrazolanthrone. it is heated to higher temperatures with sulfuric acid methyl esters, be it with a suitable mixture of pure methyl alcohol and sulfuric acid.



       Example: 32 parts by weight of methyl alcohol are slowly run into 120 parts by weight of concentrated sulfuric acid at temperatures below 40 'with thorough stirring and cooling, then 20 parts by weight of pyrazole thrones are added to the mixture, heated slowly to 170 and held about three hours at the highest temperature. The end of the reaction can be recognized by

   that a sample of the melt taken out, when diluted with water, gives a precipitate which no longer dissolves in aqueous alkali hydroxide solutions. It is then poured into water, filtered off with suction, if necessary separated from roughly unchanged starting material by heating with dilute alkali metal hydroxide and dried. The product can be crystallized from monochlorobenzene for complete purification. Monomethylpyrazolanthrone is obtained in yellow needles which melt at 221 to 224 '.



  The new methylpyrazolanthrone is a valuable starting material for the preparation of dyes.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Methyl- pyrazolanthron, dadurch gekennzeichnet, dass man Pyrazolanthron in Anwesenheit von sau ren Kondensationsmitteln mit einem Methy- lierungsmittel behandelt. Der neue Körper, aus Monochlorbenzol umkristallisiert, wird in gelben Nadeln vom Schmelzpunkt 221 bis 2241 erhalten und ist als ein Monomethylpyrazolanthron anzu sprechen. PATENT CLAIM: Process for the preparation of methylpyrazole anthrone, characterized in that pyrazole anthrone is treated with a methylating agent in the presence of acidic condensation agents. The new body, recrystallized from monochlorobenzene, is obtained in yellow needles with a melting point of 221 to 2241 and is to be addressed as a monomethylpyrazole anthrone. Das Methylpyrazolanthron stellt ein wert volles Ausgangsmaterial zur Darstellung von Farbstoffen dar. Methylpyrazolanthrone is a valuable starting material for the preparation of dyes.
CH125474D 1926-01-13 1927-01-11 Process for the preparation of methylpyrazolanthrone. CH125474A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE125474X 1926-01-13

Publications (1)

Publication Number Publication Date
CH125474A true CH125474A (en) 1928-04-16

Family

ID=5658683

Family Applications (1)

Application Number Title Priority Date Filing Date
CH125474D CH125474A (en) 1926-01-13 1927-01-11 Process for the preparation of methylpyrazolanthrone.

Country Status (1)

Country Link
CH (1) CH125474A (en)

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