CH201836A - Process for the preparation of a mixture of isomeric 1-methyl-3-di- (γ-chloroxypropyl) -aminobenzenes. - Google Patents

Process for the preparation of a mixture of isomeric 1-methyl-3-di- (γ-chloroxypropyl) -aminobenzenes.

Info

Publication number
CH201836A
CH201836A CH201836DA CH201836A CH 201836 A CH201836 A CH 201836A CH 201836D A CH201836D A CH 201836DA CH 201836 A CH201836 A CH 201836A
Authority
CH
Switzerland
Prior art keywords
methyl
isomeric
mixture
preparation
aminobenzenes
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 CH201836A publication Critical patent/CH201836A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/12—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/16—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to carbon atoms of six-membered aromatic rings

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

Description

  

  Verfahren zur Herstellung eines Gemisches von     isomeren        1-Methyl-3-di-(r-ehlor-          oxypropyl)-amino-4-methoxy-        benzolen.       Nach dem im Hauptpatent beschriebenen  Verfahren erhält man ein Gemisch von     iso-          meren        Di-(y-chlor-oxypropyl)-aminobenzolen,     wenn man Anilin mit     Epichlorhydrin    im     Mol-          verhältnis    1 :2 in einem     organischen    Lö  sungsmittel bei     Siedetemperatur    des letzt  genannten zur     Umsetzung    bringt;

   dabei kann       Epichlorhydrin    auch in einem     Überschuss    be  nutzt werden.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur     Herstellung    eines Ge  misches von     isomeren        1-Methyl-3-di-(y-cblor-          oxypropyl)-amino-4-methoxybenzolen,    wel  ches dadurch gekennzeichnet ist, dass man       1-Methyl-3-amino-4-methoxybenzol    mit     Epi-          chlorhydrin    im     Molverhältnis    1 : 2 in einem  organischen Lösungsmittel beim     Siedepunkt     des letztgenannten zur Umsetzung bringt;

    man kann dabei auch einen     Überschuss    an       Epichlorhydrin        benutz?n,       Das erhaltene Gemisch ist zur Verwen  dung bei der     Herstellung    von Farbstoffen be  stimmt.  



  <I>Beispiel:</I>  685 Teile     1-Methyl-3-amino-4-methoxy-          benzol    werden mit 1000 Teilen Methanol und  1030 Teilen     Epichlorhydrin    während 16 Stun  den am     Rückflusskühler    gekocht. Darauf de  stilliert man das Methanol ab und     verrührt     den Rückstand mit 500 Teilen Wasser. Das  erhaltene     Isomerengemisch    enthält einen  durch Zusatz von Säure     kristallinisch        aus-          scheidbaren    Körper vom Schmelzpunkt 200  bis 201  .



  Process for the preparation of a mixture of isomeric 1-methyl-3-di- (r-chloro-oxypropyl) -amino-4-methoxybenzenes. According to the process described in the main patent, a mixture of isomeric di- (γ-chloro-oxypropyl) -aminobenzenes is obtained if aniline is reacted with epichlorohydrin in a molar ratio of 1: 2 in an organic solvent at the boiling point of the latter brings;

   epichlorohydrin can also be used in excess.



  The present patent is a process for the preparation of a mixture of isomeric 1-methyl-3-di- (y-cblor- oxypropyl) -amino-4-methoxybenzenes, which is characterized in that 1-methyl-3- brings amino-4-methoxybenzene to reaction with epichlorohydrin in a molar ratio of 1: 2 in an organic solvent at the boiling point of the latter;

    you can also use an excess of epichlorohydrin. The mixture obtained is intended for use in the production of dyes.



  <I> Example: </I> 685 parts of 1-methyl-3-amino-4-methoxybenzene are refluxed with 1000 parts of methanol and 1030 parts of epichlorohydrin for 16 hours. The methanol is then distilled off and the residue is stirred with 500 parts of water. The isomer mixture obtained contains a body with a melting point of 200 to 201 which can be separated out in crystalline form by the addition of acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Ge misches von isomeren 1-Methyl-3-di-(y-cblor- oxypropyl) - amino - 4 - methoxybenzolen, da durch gekennzeichnet, dass man 1-Methyl-3- amino-4-methoxybenzol mit Epichlorhydrin im Molverhältnis 1 : 2 bei Gegenwart eines Lösungsmittels beim Siedepunkt des letzt genannten zur Umsetzung bringt. PATENT CLAIM: Process for the preparation of a mixture of isomeric 1-methyl-3-di- (y-cblor- oxypropyl) - amino - 4 - methoxybenzenes, characterized in that 1-methyl-3-amino-4-methoxybenzene is used with Epichlorohydrin in a molar ratio of 1: 2 in the presence of a solvent at the boiling point of the latter. Das er haltene Isomerengemisch enthält einen durch Zusatz von Salzsäure kristallinisch aus- scheidbaren Körper vom Schmelzpunkt 200 bis 201 . UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man Epichlorhydrin im Überschuss verwendet. The isomer mixture obtained contains a body with a melting point of 200 to 201 which can be separated out in crystalline form by the addition of hydrochloric acid. SUBSTANTIAL CLAIM: Process according to claim, characterized in that epichlorohydrin is used in excess.
CH201836D 1936-04-18 1937-01-23 Process for the preparation of a mixture of isomeric 1-methyl-3-di- (γ-chloroxypropyl) -aminobenzenes. CH201836A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE201836X 1936-04-18
DE201835X 1936-04-18
CH199183T 1937-01-23

Publications (1)

Publication Number Publication Date
CH201836A true CH201836A (en) 1938-12-15

Family

ID=27177847

Family Applications (1)

Application Number Title Priority Date Filing Date
CH201836D CH201836A (en) 1936-04-18 1937-01-23 Process for the preparation of a mixture of isomeric 1-methyl-3-di- (γ-chloroxypropyl) -aminobenzenes.

Country Status (1)

Country Link
CH (1) CH201836A (en)

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