CH292453A - Process for the preparation of a new iminodicarboxylic acid derivative. - Google Patents

Process for the preparation of a new iminodicarboxylic acid derivative.

Info

Publication number
CH292453A
CH292453A CH292453DA CH292453A CH 292453 A CH292453 A CH 292453A CH 292453D A CH292453D A CH 292453DA CH 292453 A CH292453 A CH 292453A
Authority
CH
Switzerland
Prior art keywords
new
preparation
acid derivative
mol
iminodicarboxylic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba 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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH292453A publication Critical patent/CH292453A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/06—Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus and their ethers or esters
    • C09B11/08—Phthaleins; Phenolphthaleins; Fluorescein

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)

Description

  

  Verfahren     zur    Herstellung eines neuen     Iminodiearbonsäurederivates.       Es wurde gefunden, dass man zu einem       neuen    Derivat der     Iminodiessigsäure    gelangt,  wenn man 1     MdL        Phenolphthalein,    4     Mol          Iminodiessigsäure    und 4     Mol    Formaldehyd  miteinander umsetzt.

   Man kann dabei vorteil  haft in der Weise vorgehen,     da.ss    man das       Reaktionsgemiseh,    welches den Formaldehyd  in kleinem     Übersehuss    enthalten darf, in       (tegenwart    von wässeriger     Alkalihydroxyd-          Lösung    auf erhöhte Temperatur, z. B. 60 bis  70 , erhitzt.  



  Das so erhältliche neue Kondensations  produkt stellt ein farbloses, in Wasser schwer  löslielies Pulver dar, das als Indikator für       aüalytisehe        Zweeke    verwendet werden kann.    <I>Beispiel:</I>    Man löst 32,0 Teile (1     Mol)        Phenol-          plitlialein    in einer Mischung von 100 Teilen  Wasser und 30     Volumteilen        30 /oiger    Natron  lauge.

   Dazu werden unter Rühren 53,2 Teile  (4     Mol)        Iminodiessigsäure,    in einer Mischung  von 80 Teilen Wasser und 68     Volumteilen          30        %        iger        Natronlauge        gelöst,        zugefügt.        Hier-          auf    lässt man 41 Teile einer     37 /oigen    wäs-         serigen        Formaldehydlösung        zutropfen    und:

    erhitzt anschliessend das Reaktionsgemisch  während 8     Stunden    auf 60 bis 70 . Nach Ab  kühlen und Verdünnen mit Wasser wird mit  verdünnter Salzsäure angesäuert, das ausge  fallene Kondensationsprodukt     abgenutscht     und aus Alkohol umkristallisiert. Das neue  Produkt bildet ein farbloses Pulver, welches  in Wasser schwer löslich ist.



  Process for the preparation of a new iminodiearboxylic acid derivative. It has been found that a new derivative of iminodiacetic acid is obtained if 1 molar phenolphthalein, 4 mol of iminodiacetic acid and 4 mol of formaldehyde are reacted with one another.

   One can advantageously proceed in such a way that the reaction mixture, which may contain a small excess of formaldehyde, is heated to an elevated temperature, e.g. 60 to 70, in an aqueous alkali metal hydroxide solution.



  The new condensation product available in this way is a colorless powder that is poorly soluble in water and can be used as an indicator for analytical purposes. <I> Example: </I> 32.0 parts (1 mol) of phenolplitlialein are dissolved in a mixture of 100 parts of water and 30 parts by volume of 30% sodium hydroxide solution.

   To this end, 53.2 parts (4 mol) of iminodiacetic acid dissolved in a mixture of 80 parts of water and 68 parts by volume of 30% strength sodium hydroxide solution are added with stirring. 41 parts of a 37% aqueous formaldehyde solution are then added dropwise and:

    the reaction mixture is then heated to 60 to 70 for 8 hours. After cooling and dilution with water, the mixture is acidified with dilute hydrochloric acid, and the condensation product which has precipitated is filtered off with suction and recrystallized from alcohol. The new product forms a colorless powder that is sparingly soluble in water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Derivates der Iminodiessigsäure, dadurch ge kennzeichnet, dass man 1 Mol Phenolphthalein, 4 Mol Iminodiessigsäure und 4 Mol Formalde hyd miteinander umsetzt. Das neue Derivat der Iminodiessigsäure 9 ist ein farbloses Pulver. Es kann als Indikator für analytische Zwecke Verwendung finden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass die Kondensation in wäs- 9 seriger alkalischer Lösung bei 60 bis 70 vor genommen wird. Claim: Process for the preparation of a new derivative of iminodiacetic acid, characterized in that 1 mol of phenolphthalein, 4 mol of iminodiacetic acid and 4 mol of formaldehyde are reacted with one another. The new derivative of iminodiacetic acid 9 is a colorless powder. It can be used as an indicator for analytical purposes. SUBSTANTIAL CLAIM: Method according to patent claim, characterized in that the condensation is carried out in an aqueous alkaline solution at 60 to 70.
CH292453D 1950-06-16 1950-06-16 Process for the preparation of a new iminodicarboxylic acid derivative. CH292453A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH292453T 1950-06-16

Publications (1)

Publication Number Publication Date
CH292453A true CH292453A (en) 1953-08-15

Family

ID=4487838

Family Applications (1)

Application Number Title Priority Date Filing Date
CH292453D CH292453A (en) 1950-06-16 1950-06-16 Process for the preparation of a new iminodicarboxylic acid derivative.

Country Status (1)

Country Link
CH (1) CH292453A (en)

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