CH294555A - Process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid. - Google Patents

Process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid.

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Publication number
CH294555A
CH294555A CH294555DA CH294555A CH 294555 A CH294555 A CH 294555A CH 294555D A CH294555D A CH 294555DA CH 294555 A CH294555 A CH 294555A
Authority
CH
Switzerland
Prior art keywords
diamino
aliphatic
tetraacetic acid
complex
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH294555A publication Critical patent/CH294555A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/24—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/25—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated

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

Description

  

  Verfahren zur Herstellung     einer        aliphatischen,        komplexhildenden        Diamino-N,N'-tetraessigsäure.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung einer     aliphatisehen          komplexbildenden        Diamino-N,N'-tetraessig-          säure.    Das Verfahren ist. dadurch gekennzeich  net, dass man 1     Mol        ss,ss'-Diamino-diäthylsulfid     mit     -1        Mol    einer Halogenessigsäure umsetzt.  



  Die erhaltene neue Verbindung, die     ss,ss'-          Diarnino    -     diäthylsulfid    -     N,N'    -     tetraessigsäure,     stellt ein weisses Pulver dar. Sie soll als     Textil-          hill'smittel    Verwendung finden.  



       Beispiel:     Zu einer Lösung von chloressigsaurem Na  trium, hergestellt durch Neutralisation von  208 Teilen Chloressigsäure, gelöst. in 450 Tei  len Wasser, mit 293 Teilen     --\-atrortlauge        30o/nig     bei     rnax.    12 , werden 60 Teile     ss,ss'-Diamino-          diät.hylsulfid    gegeben. Durch Erwärmen     bringt     man die     Reaktionslösttn;    auf eine Umsetzungs  temperatur von 70-75  und hält durch wei  teres     Zutropfen    von 293 Teilen Natronlauge       30o/oig    stets deutlich alkalische Reaktion auf  recht.

   Nach Beendigung des     Laugenzusatzes     wird die Reaktionslösung noch 6 Stunden bei       90-95     gerührt und dann filtriert. Nach Fil-         tration    der Reaktionslösung versetzt man mit       Salzsäure        30o/oig    bis     zur    sehwach kongosauren  Reaktion und verrührt alsdann bei mässiger  Temperatur mit etwa 2500 Teilen Methanol.       :Nach    längerem Stehen scheidet sich die ge  bildete     Tetraessigsäure    langsam ab.

   Durch  Umkristallisation aus Wasser wird die     ss,ss'-          Diamino-diät.hylsulfid-N,N'-tetraessigsäure    als  weisses Pulver in reiner Form erhalten.



  Process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid. The subject of the present patent is a process for the preparation of an aliphatic complex-forming diamino-N, N'-tetraacetic acid. The procedure is. characterized in that 1 mol of SS, SS'-diamino-diethyl sulfide is reacted with -1 mol of a haloacetic acid.



  The new compound obtained, the ss, ss'-diarnino-diethyl sulfide-N, N'-tetraacetic acid, is a white powder. It is said to be used as a textile hill.



       Example: To a solution of sodium chloroacetic acid, prepared by neutralizing 208 parts of chloroacetic acid, dissolved. in 450 parts of water, with 293 parts - atrortlauge 30o / nig at rnax. 12, 60 parts of ss, ss'-diamino diet.hyl sulfide are given. The reaction solutions are brought up by heating; to a reaction temperature of 70-75 and always maintains a clearly alkaline reaction by adding further 293 parts of 30% sodium hydroxide solution dropwise.

   After the addition of alkali has ended, the reaction solution is stirred for a further 6 hours at 90-95 and then filtered. After the reaction solution has been filtered, 30% hydrochloric acid is added until the reaction is weakly Congo acidic, and the mixture is then stirred with about 2500 parts of methanol at a moderate temperature. : After standing for a long time, the tetraacetic acid formed slowly separates out.

   Recrystallization from water gives the ss, ss'-diamino-diet.hylsulfide-N, N'-tetraacetic acid as a white powder in pure form.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung einer aliphati- schen, komplexbildenden Diamino-N,N'-tetra- essigsäure, dadurch gekennzeichnet, dass man 1 Mol ss,ss'-Diamino-diä.thylsulfid mit 4 Mol einer Halogenessigsäure umsetzt. Die erhaltene neue Verbindung, die ss,ss'- Diamino - diäthylsulfid - N,N' - tetr aessigsäure, stellt ein weisses Pulver dar. PATENT CLAIM A process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid, characterized in that 1 mol of ss, ss'-diamino-dia.thyl sulfide is reacted with 4 mol of a haloacetic acid. The new compound obtained, the ss, ss'-diamino-diethyl sulfide-N, N'-tetracetic acid, is a white powder. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, da.ss man 1 Mol ss,ss'-Diamino= diäthylsulfid mit -1 Mol Chloressigsäure um setzt. SUBCLAIM: Process according to patent claim, characterized in that 1 mol of ss, ss'-diamino = diethyl sulfide is reacted with -1 mol of chloroacetic acid.
CH294555D 1950-10-24 1950-10-24 Process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid. CH294555A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH294555T 1950-10-24
CH291482T 1950-10-24

Publications (1)

Publication Number Publication Date
CH294555A true CH294555A (en) 1953-11-15

Family

ID=25733101

Family Applications (1)

Application Number Title Priority Date Filing Date
CH294555D CH294555A (en) 1950-10-24 1950-10-24 Process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid.

Country Status (1)

Country Link
CH (1) CH294555A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE971955C (en) * 1954-06-21 1959-04-23 Fulvio Bracco Dr Process for the production of complex-forming, sulfur-containing aminocarboxylic acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE971955C (en) * 1954-06-21 1959-04-23 Fulvio Bracco Dr Process for the production of complex-forming, sulfur-containing aminocarboxylic acids

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