CH170762A - Process for the preparation of a new N-alkylated benzimidazole derivative. - Google Patents

Process for the preparation of a new N-alkylated benzimidazole derivative.

Info

Publication number
CH170762A
CH170762A CH170762DA CH170762A CH 170762 A CH170762 A CH 170762A CH 170762D A CH170762D A CH 170762DA CH 170762 A CH170762 A CH 170762A
Authority
CH
Switzerland
Prior art keywords
new
preparation
benzimidazole derivative
alkylated benzimidazole
alkylated
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 CH170762A publication Critical patent/CH170762A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     N-allzylierten        Benzimidazolderivates.       Es wurde gefunden, dass man ein neues       N-alkyliertes        Benzimidazolderivat,    das N  Methyl-ss-heptadecylbenzimidazol, erhält, wenn  man     ss-Heptadecylbenzimidazol    mit einem       Methylierungsmittel    behandelt.  



  Das     N-Methyl-ss-heptadecylbenzimidazol     bildet in Form des Hydrochlorids ein farb  loses, kristallisiertes Pulver, das sich in an  gesäuertem Wasser unter Bildung stark schäu  mender Lösungen klar auflöst.  



  <I>Beispiel:</I>  67,2 Teile eines     Gemisches    aus     ss-Pen-          tadecyl-    und     ss-Heptadecylberrzimidazol,    wie  es durch     Erhitzen    von technischer Stearin  säure mit     o-Phenylendiamin    erhalten wird,  werden geschmolzen und auf<B>1250</B> erhitzt.  In die Schmelze lässt man sodann 25,2 Teile       Dimethylsulfat    allmählich     zufliessen    und er  hitzt das Gemisch, bis eine Probe der Reak  tionsmasse sich in angesäuertem Wasser klar  auflöst. Die Reaktionsmasse bildet nach dem  Erstarren eine spröde, leicht     pulverisierbare       Masse.

   Das neue Produkt ist ein wertvoller  Hilfsstoff für die Textilindustrie. Es kann  auch zur Herstellung weiterer     Hilfsstoffe    ver  wendet werden.  



  Ähnlich verfährt man mit andern     Methy-          lierungsmitteln,    z. B.     Methylchlorid,        Methyl-          bromid        etc.    Aus den so erhaltenen Salzen       kann    die freie Base durch Behandlung mit       Alkali    abgeschieden werden.



  Process for the preparation of a new N-alkylated benzimidazole derivative. It has been found that a new N-alkylated benzimidazole derivative, N methyl-ß-heptadecylbenzimidazole, is obtained when ß-heptadecylbenzimidazole is treated with a methylating agent.



  The N-methyl-ß-heptadecylbenzimidazole forms a colorless, crystallized powder in the form of the hydrochloride, which dissolves clearly in acidified water to form strongly foaming solutions.



  <I> Example: </I> 67.2 parts of a mixture of ss-pentadecyl- and ss-heptadecylberzimidazole, as is obtained by heating technical stearic acid with o-phenylenediamine, are melted and brought to <B> 1250 </B> heated. 25.2 parts of dimethyl sulfate are then gradually added to the melt and the mixture is heated until a sample of the reac tion mass dissolves clearly in acidified water. After solidification, the reaction mass forms a brittle, easily pulverizable mass.

   The new product is a valuable additive for the textile industry. It can also be used to produce other auxiliaries.



  A similar procedure is used with other methylating agents, e.g. B. methyl chloride, methyl bromide, etc. The free base can be separated from the salts thus obtained by treatment with alkali.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen N-alkylierten Benzimidazolderivates, dadureb gekennzeichnet, dass man ,u; Heptadecylber)z- imidazol mit einem hhlethylierungsmittel be handelt. Das so erhaltene N-Methyl-,u,-heptadecyl- benzimidazol bildet in Form des Hydrochlorids ein farbloses, kristallisiertes Pulver, das sich in angesäuertem Wasser unter Bildung stark schäumender Lösungen klar auflöst. PATENT CLAIM: Process for the preparation of a new N-alkylated benzimidazole derivative, characterized by the fact that u; Heptadecylber) z-imidazole is treated with a ethylating agent. The N-methyl-, u, -heptadecyl-benzimidazole obtained in this way forms a colorless, crystallized powder in the form of the hydrochloride, which dissolves clearly in acidified water to form strongly foaming solutions.
CH170762D 1933-06-09 1933-06-09 Process for the preparation of a new N-alkylated benzimidazole derivative. CH170762A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH170762T 1933-06-09

Publications (1)

Publication Number Publication Date
CH170762A true CH170762A (en) 1934-07-31

Family

ID=4422568

Family Applications (1)

Application Number Title Priority Date Filing Date
CH170762D CH170762A (en) 1933-06-09 1933-06-09 Process for the preparation of a new N-alkylated benzimidazole derivative.

Country Status (1)

Country Link
CH (1) CH170762A (en)

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