CH206902A - Process for the preparation of a quaternary amino fatty acid amide derivative. - Google Patents

Process for the preparation of a quaternary amino fatty acid amide derivative.

Info

Publication number
CH206902A
CH206902A CH206902DA CH206902A CH 206902 A CH206902 A CH 206902A CH 206902D A CH206902D A CH 206902DA CH 206902 A CH206902 A CH 206902A
Authority
CH
Switzerland
Prior art keywords
sep
fatty acid
acid amide
preparation
amide derivative
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH206902A publication Critical patent/CH206902A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     quaternären        Aminofettsäureamidderivates.     
EMI0001.0003     
  
    Gegenstand <SEP> des <SEP> vorliegenden <SEP> Patentes <SEP> ist
<tb>  ein <SEP> Verfahren, <SEP> zur <SEP> Herstellung <SEP> eines <SEP> quater  nären <SEP> Aminofettsäureamidderivates, <SEP> dadurch
<tb>  gekennzeichnet, <SEP> @dass <SEP> man <SEP> Dz.-(ehloraceto)  3,3'-dmethyl-4,4'-diamino-@dipheny <SEP> 1 <SEP> mit <SEP> Di  methylamin <SEP> umsetzt <SEP> und <SEP> das <SEP> erhaltene <SEP> Di  (dim-ethylaminoaceto) <SEP> - <SEP> 3;3'-dimethyl <SEP> -4,4' <SEP> -,di  a,minodiphenyl <SEP> mit <SEP> Benzylahlorid <SEP> in <SEP> die <SEP> bis  quaternäre <SEP> Verbindung <SEP> überführt.
<tb>  



  Die <SEP> neue <SEP> hellgefärbte, <SEP> klar <SEP> wasiserlösliehe
<tb>  Verbindung <SEP> eignet <SEP> sich <SEP> zum <SEP> Schützen <SEP> von
<tb>  Pelzwerk, <SEP> Federn., <SEP> Haaren, <SEP> Leder, <SEP> fibrösen
<tb>  Materialien <SEP> und <SEP> @dergleichen <SEP> vor <SEP> Motten  raupen <SEP> und <SEP> andern <SEP> FrassschIdlingen <SEP> und <SEP> als
<tb>  fungioides <SEP> uncl <SEP> baetericidles <SEP> Mittel.
<tb>  



  <I>Beispiel:</I>
<tb>  106 <SEP> Teile <SEP> o-Tolidin <SEP> werden <SEP> in <SEP> 1400 <SEP> Tei  l@en <SEP> Benzol <SEP> gelöst <SEP> und <SEP> bei <SEP> <B>60'</B> <SEP> C <SEP> langsam
<tb>  unter <SEP> starkem <SEP> Rühren <SEP> mit <SEP> 140 <SEP> Teilen <SEP> Chlor  aoetyleh.orid <SEP> versetzt. <SEP> Man <SEP> hält <SEP> die <SEP> Tempe  ratur <SEP> 24 <SEP> .Stunden <SEP> auf <SEP> 65 <SEP> bis <SEP> <B>70'</B> <SEP> C <SEP> unter     
EMI0001.0004     
  
    gutem <SEP> Rühren <SEP> und <SEP> rührt <SEP> nach <SEP> dieser <SEP> zeit
<tb>  nochmals <SEP> 16 <SEP> Stunden <SEP> bei <SEP> 75 <SEP> bis <SEP> 80 <SEP>   <SEP> C, <SEP> bis <SEP> die
<tb>  Salzsäureentwoklung <SEP> beendet <SEP> ist.

   <SEP> Man <SEP> lässt
<tb>  abkühlen, <SEP> saugt <SEP> das <SEP> s,chwerlö.,sliche, <SEP> aus
<tb>  geschiedene <SEP> Dichloracetylderivat <SEP> ab <SEP> und
<tb>  trocknet. <SEP> 1,73 <SEP> Teile <SEP> dieses <SEP> Chloraeetyl  derivates <SEP> trägt <SEP> man <SEP> in <SEP> 500 <SEP> Teile <SEP> wässrige <SEP> Di  methylaminlösung <SEP> von <SEP> 19,4%, <SEP> die <SEP> man <SEP> mit
<tb>  2.5.0 <SEP> Teile. <SEP> Wasser <SEP> verdünnt <SEP> hat, <SEP> ein <SEP> und
<tb>  rührt <SEP> während <SEP> 1214 <SEP> Stunden <SEP> bei <SEP> 3b <SEP> bis <SEP> 40 <SEP>  
<tb>  und <SEP> während <SEP> 24 <SEP> Stunden <SEP> bei <SEP> 65 <SEP> bis <SEP> 70 <SEP>  , <SEP> bis
<tb>  eine <SEP> Probe <SEP> in <SEP> Salzsäure <SEP> klar <SEP> löslich <SEP> ist.

   <SEP> Man
<tb>  versetzt <SEP> Drauf <SEP> mit <SEP> 300 <SEP> Teilen <SEP> Wasser,
<tb>  saugt,die <SEP> tertiäre <SEP> Base <SEP> ab, <SEP> wäscht <SEP> mit <SEP> Wasser
<tb>  nach <SEP> und <SEP> trocknet <SEP> im <SEP> Valiuurs <SEP> bei <SEP> 65 <SEP> bis
<tb>  <B>70'.</B> <SEP> 3,8,4 <SEP> Teile,des <SEP> erhaltenen <SEP> Di-(dim-ethyl  aminoaceto)-3,43'_dimeirhyl-4.,4'-diaminodiphe  nyls <SEP> werden <SEP> in <SEP> 200 <SEP> Teilen <SEP> Benzol <SEP> gelöst
<tb>  und <SEP> mit <SEP> 30 <SEP> Teilen <SEP> Benzylchlorid <SEP> während
<tb>  48 <SEP> .Stunden <SEP> unter <SEP> ,gutem <SEP> Rühren <SEP> am <SEP> Rück- <SEP> .
<tb>  fluss!kühler <SEP> gekocht.

   <SEP> Dann <SEP> lässt <SEP> man <SEP> erkalten,
<tb>  saugt <SEP> ab <SEP> und <SEP> wäscht <SEP> mit <SEP> wenig <SEP> Benzol <SEP> nach.
<tb>  Nach <SEP> dem <SEP> Trocknen <SEP> im <SEP> Vakuum <SEP> ist <SEP> die              hellgefärbte        bisquaternäre    Verbindung klar  wasserlöslich.



  Process for the preparation of a quaternary amino fatty acid amide derivative.
EMI0001.0003
  
    The subject of <SEP> of the <SEP> present <SEP> patent <SEP> is
<tb> a <SEP> process, <SEP> for the <SEP> production <SEP> of a <SEP> quaternary <SEP> amino fatty acid amide derivative, <SEP> thereby
<tb> marked, <SEP> @that <SEP> man <SEP> Dz .- (ehloraceto) 3,3'-dmethyl-4,4'-diamino- @ dipheny <SEP> 1 <SEP> with <SEP> Dimethylamine <SEP> converts <SEP> and <SEP> the <SEP> obtained <SEP> di (dim-ethylaminoaceto) <SEP> - <SEP> 3; 3'-dimethyl <SEP> -4,4 '<SEP > -, di a, minodiphenyl <SEP> with <SEP> benzyl chloride <SEP> in <SEP> the <SEP> to quaternary <SEP> compound <SEP>.
<tb>



  The <SEP> new <SEP> light-colored, <SEP> clear <SEP> washer-soluble
<tb> Connection <SEP> <SEP> is suitable <SEP> for <SEP> protecting <SEP> from
<tb> fur, <SEP> feathers., <SEP> hair, <SEP> leather, <SEP> fibrous
<tb> Materials <SEP> and <SEP> @same <SEP> before <SEP> caterpillars <SEP> and <SEP> other <SEP> phobia <SEP> and <SEP> as
<tb> fungioides <SEP> and <SEP> baetericidles <SEP> means.
<tb>



  <I> Example: </I>
<tb> 106 <SEP> parts <SEP> o-tolidine <SEP> are <SEP> dissolved in <SEP> 1400 <SEP> parts <SEP> benzene <SEP> <SEP> and <SEP> with < SEP> <B> 60 '</B> <SEP> C <SEP> slow
<tb> with <SEP> vigorous <SEP> stirring <SEP> with <SEP> 140 <SEP> parts <SEP> chlorine aoetyleh.orid <SEP> added. <SEP> You <SEP> hold <SEP> the <SEP> temperature <SEP> 24 <SEP> .hours <SEP> at <SEP> 65 <SEP> to <SEP> <B> 70 '</B> <SEP> C <SEP> under
EMI0001.0004
  
    good <SEP> stirring <SEP> and <SEP> stir <SEP> after <SEP> this <SEP> time
<tb> again <SEP> 16 <SEP> hours <SEP> with <SEP> 75 <SEP> to <SEP> 80 <SEP> <SEP> C, <SEP> to <SEP> die
<tb> Hydrochloric acid development <SEP> is finished <SEP> is.

   <SEP> You can <SEP>
<tb> cool down, <SEP> sucks <SEP> the <SEP> s, heavy-duty, sliche, <SEP>
<tb> divorced <SEP> dichloroacetyl derivative <SEP> from <SEP> and
<tb> dries. <SEP> 1.73 <SEP> parts <SEP> of this <SEP> chloroetyl derivative <SEP> carry <SEP> one <SEP> in <SEP> 500 <SEP> parts <SEP> aqueous <SEP> dimethylamine solution <SEP > of <SEP> 19.4%, <SEP> the <SEP> man <SEP> with
<tb> 2.5.0 <SEP> parts. <SEP> water <SEP> has diluted <SEP>, <SEP> a <SEP> and
<tb> stirs <SEP> during <SEP> 1214 <SEP> hours <SEP> with <SEP> 3b <SEP> to <SEP> 40 <SEP>
<tb> and <SEP> for <SEP> 24 <SEP> hours <SEP> for <SEP> 65 <SEP> to <SEP> 70 <SEP>, <SEP> to
<tb> a <SEP> sample <SEP> in <SEP> hydrochloric acid <SEP> clear <SEP> is soluble <SEP>.

   <SEP> Man
<tb> adds <SEP> to <SEP> with <SEP> 300 <SEP> parts of <SEP> water,
<tb> sucks off the <SEP> tertiary <SEP> base <SEP>, <SEP> washes <SEP> with <SEP> water
<tb> after <SEP> and <SEP> <SEP> dries in <SEP> Valiuurs <SEP> at <SEP> 65 <SEP> to
<tb> <B> 70 '. </B> <SEP> 3,8,4 <SEP> parts of the <SEP> obtained <SEP> di- (dim-ethyl aminoaceto) -3,43'_dimeirhyl-4 ., 4'-diaminodiphe nyls <SEP> are <SEP> dissolved in <SEP> 200 <SEP> parts <SEP> benzene <SEP>
<tb> and <SEP> with <SEP> 30 <SEP> parts <SEP> benzyl chloride <SEP> during
<tb> 48 <SEP> .hours <SEP> under <SEP>, good <SEP> stirring <SEP> on <SEP> return <SEP>.
<tb> river! cooler <SEP> cooked.

   <SEP> Then <SEP> let <SEP> cool down <SEP>,
<tb> sucks <SEP> off <SEP> and <SEP> washes <SEP> with <SEP> a little <SEP> benzene <SEP>
<tb> After <SEP> the <SEP> drying <SEP> in the <SEP> vacuum <SEP> <SEP> the light colored bisquaternary compound is clearly water-soluble.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines quater- nä.ren Aminofettsäureamidderivates, dadurch gekennzeichnet, dass man 1)i-(ehloraceto)-3,3'- dimethyl - 4,4' - ,diamino - diphenyl mit Di- methylamin umsetzt und das erhaltene Di- (@di methylaminoaoeto) - 3, 3' - dimethyl - 4, PATENT CLAIM: A process for the preparation of a quaternary amino fatty acid amide derivative, characterized in that 1) i- (ehloraceto) -3,3'-dimethyl-4,4 '-, diamino-diphenyl is reacted with dimethylamine and the resultant Di- (@di methylaminoaoeto) - 3, 3 '- dimethyl - 4, 4'- di- aminodiphenyl mit Benzylchlorid in die bis- quaternäre Verbindung überführt. 4'-di-aminodiphenyl converted into the bisquaternary compound with benzyl chloride. Die neue hellgefärbte. klar wasserlösliche Verbindung eignet sieh zum Schützen von Pelzwerk, Federn, Haaren, Leder. fibrösen Materialien und .dergleichen vor Motten- raupen und andern Frasss.ehädlingen und als fungicides und bactericides Mittel. The new light colored one. Clear, water-soluble compound is suitable for protecting fur, feathers, hair and leather. fibrous materials and the like from caterpillars and other feeding pests and as fungicides and bactericides.
CH206902D 1935-12-23 1938-02-04 Process for the preparation of a quaternary amino fatty acid amide derivative. CH206902A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE198052X 1935-12-23
DE206902X 1937-02-05

Publications (1)

Publication Number Publication Date
CH206902A true CH206902A (en) 1939-08-31

Family

ID=25758410

Family Applications (1)

Application Number Title Priority Date Filing Date
CH206902D CH206902A (en) 1935-12-23 1938-02-04 Process for the preparation of a quaternary amino fatty acid amide derivative.

Country Status (1)

Country Link
CH (1) CH206902A (en)

Similar Documents

Publication Publication Date Title
CH206902A (en) Process for the preparation of a quaternary amino fatty acid amide derivative.
CH206901A (en) Process for the preparation of a quaternary amino fatty acid amide derivative.
CH206908A (en) Process for the preparation of a quaternary amino fatty acid amide derivative.
DE738447C (en) Process for the preparation of chlorination products of 3-nitrocarbazole
DE500323C (en) Process for the preparation of orange bower colors
DE611013C (en) Process for the preparation of anthraquinone dyes
CH206913A (en) Process for the preparation of a quaternary amino fatty acid amide derivative.
CH137960A (en) Process for the preparation of a polymethine dye.
CH206898A (en) Process for the preparation of a quaternary amino fatty acid amide derivative.
CH260308A (en) Process for the production of a vat dye.
CH210965A (en) Process for the preparation of a urea derivative.
CH281989A (en) Process for the preparation of a substantive dye of the phthalocyanine series.
CH299586A (en) Process for the preparation of an ammonium compound containing trifluoromethyl groups.
CH202173A (en) Process for the preparation of a nitro dye.
CH280061A (en) Process for the preparation of a nitro dye.
CH137959A (en) Process for the preparation of a polymethine dye.
CH184488A (en) Process for the preparation of a condensation product of a carbenium compound.
CH139724A (en) Process for the preparation of a polymethine dye.
CH259302A (en) Process for the production of an intermediate product.
CH193250A (en) Process for the production of an acidic wool dye.
CH291816A (en) Process for the preparation of a new dye of the phthalocyanine series.
CH136558A (en) Process for the production of a condensation product.
CH259736A (en) Process for the production of a lively acidic milled dye of the anthraquinone series.
CH299585A (en) Process for the preparation of an ammonium compound containing trifluoromethyl groups.
CH210963A (en) Process for the preparation of a urea derivative.