CH206904A - 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
CH206904A
CH206904A CH206904DA CH206904A CH 206904 A CH206904 A CH 206904A CH 206904D A CH206904D A CH 206904DA CH 206904 A CH206904 A CH 206904A
Authority
CH
Switzerland
Prior art keywords
sep
acid amide
amide derivative
fatty acid
preparation
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 CH206904A publication Critical patent/CH206904A/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     qaaternären        Aminofettsäureamidderivates.     
EMI0001.0003     
  
    Gegenstand <SEP> des <SEP> vorliegenden <SEP> Patentes <SEP> ist
<tb>  ein. <SEP> Verfahren <SEP> zur <SEP> Heustellung <SEP> eines <SEP> quater  närenr <SEP> Aminofettsäuream@dderivatess, <SEP> dadurch
<tb>  gekennzeichnet, <SEP> dass <SEP> man <SEP> Chloressigsäure-4  (4'-ch@or-3'-methyl-ghenoxy)-ani@id, <SEP> darstell  bar <SEP> aus <SEP> 4-Amino-4'-clüo@r-,3'-methyl-diphenyl  äther <SEP> und <SEP> Chloracetylchlorid, <SEP> mit <SEP> Dimethyl  amin <SEP> umsetzt <SEP> und <SEP> das <SEP> erhaltene <SEP> Dimethyl  aminoessigsäure- <SEP> 4 <SEP> - <SEP> (4'- <SEP> chlor- <SEP> 31- <SEP> methyl-phen  oxy)-anilid <SEP> mit <SEP> 3,

  4-Benzylchlorid <SEP> in <SEP> die <SEP> qua  ternäre <SEP> Verbindung <SEP> überführt.
<tb>  



  Die <SEP> neue <SEP> Verbindung, <SEP> ein <SEP> weisses, <SEP> in
<tb>  Wasser <SEP> klar <SEP> lösliehüs <SEP> Pulver, <SEP> eignet <SEP> sich <SEP> zum
<tb>  Schützen <SEP> von <SEP> Pelzwerk, <SEP> Federn, <SEP> Haaren, <SEP> Le  der, <SEP> Abrösen <SEP> Materialien <SEP> und <SEP> dergleichen <SEP> vor
<tb>  Mottenraupen <SEP> und <SEP> andern <SEP> Frassschädlingen
<tb>  und <SEP> als <SEP> fungici@des <SEP> und <SEP> bacteri.cides <SEP> Mittel.

       
EMI0001.0004     
  
    <I>Beispiel:</I>     
EMI0001.0005     
  
    7u <SEP> 1-10 <SEP> Teilen <SEP> wässriger <SEP> Dimethylamiu  lösung <SEP> von <SEP> 2,0% <SEP> werden <SEP> 500 <SEP> Volumenteile
<tb>  Alkohol <SEP> und <SEP> 6-2 <SEP> Teile <SEP> Chloressiigsäura-4-(4'  chlor-3'-methyl-phenoxy)-,anilid, <SEP> hergestellt     
EMI0001.0006     
  
    aus <SEP> 4-Amino,-4'-chlor-3'-inethyl-diphenyläther
<tb>  und <SEP> Chloracetylchlorid, <SEP> zugesetzt <SEP> und <SEP> die
<tb>  Mischung <SEP> während <SEP> 2,4 <SEP> Stunden <SEP> bei <SEP> 40 <SEP> bis
<tb>  50 <SEP> "gerührt. <SEP> Aus <SEP> der <SEP> erhaltenen <SEP> Lösung <SEP> wer  den <SEP> der <SEP> Alkohol <SEP> und <SEP> das <SEP> überschüssige <SEP> Di  methyIamin <SEP> mit <SEP> Wasserdampf <SEP> abgeblasen.
<tb>  Das <SEP> ölige <SEP> @ionethylaaninoessi:

  g.säure-4-(4'  cli,lor-3'-methyl-phenoxy)-aniLied <SEP> wind <SEP> vom
<tb>  Wasser <SEP> abgetrennt <SEP> und <SEP> ;getrocknet.
<tb>  



  3,2 <SEP> Teile <SEP> Dim-ethylaminoessigsäure-4-(4'  chlor-@3'-methyl-phenoxy)-,anilid <SEP> werden <SEP> in
<tb>  200 <SEP> Volumenteilen <SEP> Benzol <SEP> gelöst <SEP> und <SEP> mit
<tb>  20 <SEP> Teilen <SEP> '3,4-Dichlorbenzylchlorid <SEP> während
<tb>  24 <SEP> Stunden <SEP> auf <SEP> 70 <SEP> bis <SEP> <B>80'</B> <SEP> C <SEP> erwärmt. <SEP> Die
<tb>  ausgeschiedene <SEP> quaternäre <SEP> Verbindung <SEP> wird
<tb>  abfiltriert <SEP> und <SEP> mit <SEP> Äther <SEP> gewaschen. <SEP> Nach
<tb>  dem <SEP> Trocknen <SEP> bil:clet <SEP> die <SEP> neue <SEP> Verbindung <SEP> ein
<tb>  weisses, <SEP> in. <SEP> Wasser <SEP> klar <SEP> lösliches <SEP> Pulver.



  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> method <SEP> for <SEP> hay <SEP> of a <SEP> quater närr <SEP> amino fatty acid am @ dderivatess, <SEP> thereby
<tb>, <SEP> that <SEP> one <SEP> chloroacetic acid-4 (4'-ch @ or-3'-methyl-ghenoxy) -ani @ id, <SEP> can be represented <SEP> from <SEP > 4-Amino-4'-clüo @ r-, 3'-methyl-diphenyl ether <SEP> and <SEP> chloroacetyl chloride, <SEP> with <SEP> dimethyl amine <SEP> converts <SEP> and <SEP> that <SEP> obtained <SEP> dimethyl aminoacetic acid- <SEP> 4 <SEP> - <SEP> (4'- <SEP> chloro- <SEP> 31- <SEP> methyl-phen oxy) -anilide <SEP> with < SEP> 3,

  4-Benzyl chloride <SEP> in <SEP> the <SEP> quaternary <SEP> compound <SEP> is transferred.
<tb>



  The <SEP> new <SEP> connection, <SEP> a <SEP> white, <SEP> in
<tb> water <SEP> clear <SEP> soluble <SEP> powder, <SEP> suitable <SEP> is <SEP> for
<tb> Protect <SEP> from <SEP> fur, <SEP> feathers, <SEP> hair, <SEP> leather, <SEP> detaching <SEP> materials <SEP> and <SEP> like <SEP>
<tb> Moth caterpillars <SEP> and <SEP> other <SEP> feeding pests
<tb> and <SEP> as <SEP> fungici @ des <SEP> and <SEP> bacteri.cides <SEP> means.

       
EMI0001.0004
  
    <I> Example: </I>
EMI0001.0005
  
    7u <SEP> 1-10 <SEP> parts of <SEP> aqueous <SEP> dimethylamine solution <SEP> of <SEP> 2.0% <SEP> become <SEP> 500 <SEP> parts by volume
<tb> alcohol <SEP> and <SEP> 6-2 <SEP> parts <SEP> chloroacetic acid-4- (4 'chlor-3'-methyl-phenoxy) -, anilide, <SEP> produced
EMI0001.0006
  
    from <SEP> 4-amino, -4'-chloro-3'-ynethyl diphenyl ether
<tb> and <SEP> chloroacetyl chloride, <SEP> added <SEP> and <SEP> die
<tb> Mix <SEP> during <SEP> 2.4 <SEP> hours <SEP> with <SEP> 40 <SEP> to
<tb> 50 <SEP> ". <SEP> From <SEP> the <SEP> obtained <SEP> solution <SEP> becomes the <SEP> the <SEP> alcohol <SEP> and <SEP> the <SEP> Excess <SEP> dimethylamine <SEP> blown off with <SEP> steam <SEP>.
<tb> The <SEP> oily <SEP> @ionethylaaninoessi:

  g.äur-4- (4 'cli, lor-3'-methyl-phenoxy) -aniLied <SEP> wind <SEP> vom
<tb> water <SEP> separated <SEP> and <SEP>; dried.
<tb>



  3.2 <SEP> parts <SEP> dim-ethylaminoacetic acid-4- (4 'chlor- @ 3'-methyl-phenoxy) -, anilide <SEP> become <SEP> in
<tb> 200 <SEP> parts by volume <SEP> Benzene <SEP> dissolved <SEP> and <SEP> with
<tb> 20 <SEP> parts <SEP> '3,4-dichlorobenzyl chloride <SEP> during
<tb> 24 <SEP> hours <SEP> heated to <SEP> 70 <SEP> to <SEP> <B> 80 '</B> <SEP> C <SEP>. <SEP> The
<tb> dropped <SEP> quaternary <SEP> connection <SEP> becomes
<tb> filtered off <SEP> and <SEP> washed with <SEP> ether <SEP>. <SEP> After
<tb> the <SEP> drying <SEP> bil: clet <SEP> the <SEP> new <SEP> connection <SEP>
<tb> white, <SEP> in. <SEP> water <SEP> clear <SEP> soluble <SEP> powder.

Claims (1)

EMI0001.0007 PATENTANSPRUCH: <tb> Verfahren <SEP> zur <SEP> Herstellung <SEP> eines <SEP> quater nä,ren <SEP> Aminofethsäureamidderivates,dadurch <tb> .gekennzeichnet, <SEP> dass <SEP> man <SEP> Chloressigsäure-4- EMI0002.0001 (-1'-chlor-3'-methyl-phenosy)-anilid <SEP> mit <SEP> Di methyla.min <SEP> umsetzt <SEP> und <SEP> das <SEP> erhaltene <SEP> 1)i methylaminoesig <SEP> säure-=t <SEP> -(d'-chlor-3'-methyl phenogy)-a-nilid <SEP> mit <SEP> 3,d-Benzylchlori.d <SEP> in <SEP> die <tb> quaternäre <SEP> Verbindung <SEP> überführt. <tb> Die <SEP> neue <SEP> Verbindung, <SEP> ein <SEP> weisses, <SEP> in <tb> Wasser <SEP> klar <SEP> löslicheo <SEP> Pulver, <SEP> eignet <SEP> sieh <SEP> zum Schützen von Pelzwerk, Federn. Haaren, Le der, EMI0001.0007 PATENT CLAIM: <tb> Process <SEP> for <SEP> production <SEP> of a <SEP> quaternary <SEP> aminofethic acid amide derivative, thereby <tb> .marked, <SEP> that <SEP> man <SEP> chloroacetic acid-4- EMI0002.0001 (-1'-chloro-3'-methyl-phenosy) -anilide <SEP> with <SEP> di methyla.min <SEP> converts <SEP> and <SEP> the <SEP> obtained <SEP> 1) i methylaminoesig <SEP> acid- = t <SEP> - (d'-chlor-3'-methyl phenogy) -a-nilid <SEP> with <SEP> 3, d-Benzylchlori.d <SEP> in <SEP> die <tb> quaternary <SEP> connection <SEP> transferred. <tb> The <SEP> new <SEP> connection, <SEP> a <SEP> white, <SEP> in <tb> water <SEP> clear <SEP> soluble <SEP> powder, <SEP> suitable <SEP> see <SEP> for protecting fur and feathers. Hair, leather, fibrösen Materialien und dergleichen vor Mottenraupen und andern Frassschädlingen und als fungici-des und bacterieides Mittel. fibrous materials and the like from caterpillars and other feeding pests and as fungicides and bacterial agents.
CH206904D 1935-12-23 1938-02-04 Process for the preparation of a quaternary amino fatty acid amide derivative. CH206904A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE198052X 1935-12-23
DE206904X 1937-02-05

Publications (1)

Publication Number Publication Date
CH206904A true CH206904A (en) 1939-08-31

Family

ID=25758412

Family Applications (1)

Application Number Title Priority Date Filing Date
CH206904D CH206904A (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) CH206904A (en)

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