CH266516A - Process for the preparation of a new aldehyde derivative. - Google Patents

Process for the preparation of a new aldehyde derivative.

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Publication number
CH266516A
CH266516A CH266516DA CH266516A CH 266516 A CH266516 A CH 266516A CH 266516D A CH266516D A CH 266516DA CH 266516 A CH266516 A CH 266516A
Authority
CH
Switzerland
Prior art keywords
preparation
soluble
aldehyde derivative
new
acid
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Cilag
Original Assignee
Cilag 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 Cilag Ag filed Critical Cilag Ag
Publication of CH266516A publication Critical patent/CH266516A/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

       

  Verfahren zur Darstellung eines neuen     Aldehydderivates.            Gegenstand    der     Erfindttnn    ist ein Verfah  ren zur     Herstellung    eines neuen     Abköntnrlings     eines     Aldehvdes,    welcher nute keimtötende       Eibeiiseha.ften    besitzt. Er soll     als    Desinfek  tionsmittel und in Form seiner löslichen Salze       ziit#        Bekämpfung    von Infektionskrankheiten       @,erwendet    werden.  



  Das Verfahren ist, dadurch     bekennzeieh-          net,    dass man p-     Amino-benzoesäure    auf       Forma.ldehy        d    einwirken lässt, wobei sieh  die     p-Oxvmethvl@amino-benzoesäure    bildet.. Der       Formaldehyd    kann beispielsweise einer in Ge  genwart der     p-Amino-lienzoesäure    Formalde  hyd liefernden Verbindung, z. B. einem poly  meren     Formaldebvd        (Trioxvmethvlen,        Para-          formaldehvd        us@v.)    entstammen.  



       Beispiel:     Eine     Lösun        b    von     40,8o-        p-Amino-tenzoe-          säure    in     150em'        2n-Natronlauge    wird mit.

    24     em?        40%        i"-er        Formaldehydlösung        versetzt.     Das     Gemiseh    wird während     4-    Stunden inten  siv geschüttelt, wobei es sieh schwach     erwärmt.     Dem     Reaktionsgeiuisch    werden 180 cm"     -:

  letlia-          nol        zugefügt.    Die Lösung wird in 7,21 kaltes       Azeton        einberührt.,    welchem man so viel Säure       zugefügt    hat, dass das Gemisch nach dem Ein  rühren ein     p"    von 5 aufweist. Nach kurzem       Stehenlassen    scheidet sieh die entstandene       p-Ox-unethvlamino-benzoesättre        kristalliniseh     ab.     Ausbeute:    32,2     b,    entsprechend 64,5     0,    der  Theorie.  



  Die neue Kartonsäure ist in Alkalien und  in Lösungen von Aminen leicht, löslich, wenig    löslich in Alkohol und     sehwer    löslich in Was  ser, Äther, Chloroform und Benzol.  



  Sie besitzt schon bei Zimmertemperatur  grosse     Neigung,    sieh zu zersetzen. Bei höherer  Temperatur erfolgt diese     Umwandlung    so  rasch, dass der Schmelzpunkt, der     besehriebe-          nen    Säure nicht ermittelt werden kann.  



  Beständig sind dagegen die Salze der  neuen Säure. Ihre wässerigen     Lösungen    reagie  ren nahezu neutral und sind für Injektionen  vorzüglich     geeignet.     



  Die gebildete neue     Kartonsäure    lässt sieh  auch in Form ihrer Salze, z. B, des Natriums,  Kalziums, oder als     Salze    von Aminen, wie von       Diäthy        lamm,        Diäthanolamin,        Morphälin,    iso  lieren. Zu diesem Zweck kann man beim Ar  beiten gemäss dem Beispiel das Ansäuern des  Reaktionsgemisches unterlassen; das dem ver  wendeten alkalischen     Kondensationsmittel    ent  sprechende     Salz    fällt dann direkt und in  nahezu quantitativer     Ausbeute    aus.



  Process for the preparation of a new aldehyde derivative. The subject matter of the invention is a process for the production of a new offspring of an aldehyde, which has germicidal egg bits. It should be used as a disinfectant and in the form of its soluble salts to fight infectious diseases.



  The process is characterized by the fact that p-amino-benzoic acid is allowed to act on formaldehyde, whereby the p-Oxvmethvl @ amino-benzoic acid is formed. The formaldehyde can, for example, a lienoic acid formaldehyde hyd yielding compound, e.g. B. a polymeric Formaldebvd (Trioxvmethvlen, Paraformaldehvd us @ v.).



       Example: A solution of 40,8o-p-amino-tenzoic acid in 150em '2N sodium hydroxide solution is mixed with.

    24 em? 40% formaldehyde solution is added. The mixture is shaken vigorously for 4 hours, during which it is slightly warmed. The reaction mixture is 180 cm ":

  Letlia- nol was added. The solution is stirred into 7.2 liters of cold acetone, to which enough acid has been added that the mixture has a p "of 5. After standing for a short time, the p-ox-unethvlamino-benzoic acid precipitates in crystalline form Yield: 32.2 b, corresponding to 64.5 0, of theory.



  The new carton acid is easily soluble in alkalis and in solutions of amines, slightly soluble in alcohol and very soluble in water, ether, chloroform and benzene.



  Even at room temperature it has a great tendency to decompose. At higher temperatures, this conversion takes place so quickly that the melting point of the particular acid cannot be determined.



  In contrast, the salts of the new acid are stable. Their aqueous solutions react almost neutrally and are ideally suited for injections.



  The new carton acid formed can also be seen in the form of its salts, e.g. B, of sodium, calcium, or as salts of amines, such as diethy lamb, diethanolamine, morpheline, isolate. For this purpose, you can refrain from acidifying the reaction mixture when working according to the example; the salt corresponding to the alkaline condensing agent used then precipitates out directly and in almost quantitative yield.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Derivates eines Aldehydes, dadurch gekenn zeichnet, dass man p-Amino-benzoesättre auf Formaldehyd einwirken lässt. Die so erhaltene p-Oxymethylamino-benzoesäure stellt ein Tarb- loses mikrokristallines Pulver dar, das keinen definierten Schmelzpunkt besitzt, sondern sieh beim Erwärmen zersetzt. Sie ist schwer löslich in Wasser, Äther, Chloroform und Benzol und wenig löslich in Alkohol. In verdünnten Al- ka#lien und in Lösungen von Aminen ist sie leicht löslich. PATENT CLAIM: Process for the preparation of a new derivative of an aldehyde, characterized in that p-amino-benzo saturate is allowed to act on formaldehyde. The p-oxymethylaminobenzoic acid obtained in this way is a tar-free microcrystalline powder which does not have a defined melting point, but rather decomposes when heated. It is sparingly soluble in water, ether, chloroform and benzene and sparingly soluble in alcohol. It is easily soluble in dilute alkali and in solutions of amines. Sie soll als Desinfektionsmittel untd in Form ihrer löslichen Salze zur Bekämpfung von Infektionskrankheiten Verwendung fin den. UNTERANSPRUCH: Verfahren nach Patentanspiixeh, dadurch gekennzeichnet, dass man die Umsetzung in alkalischem Milieu vornimmt.. It should be used as a disinfectant and in the form of its soluble salts for combating infectious diseases. SUBCLAIM: Process according to patent claim, characterized in that the reaction is carried out in an alkaline medium.
CH266516D 1948-05-20 1948-05-20 Process for the preparation of a new aldehyde derivative. CH266516A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH266516T 1948-05-20

Publications (1)

Publication Number Publication Date
CH266516A true CH266516A (en) 1950-01-31

Family

ID=4476137

Family Applications (1)

Application Number Title Priority Date Filing Date
CH266516D CH266516A (en) 1948-05-20 1948-05-20 Process for the preparation of a new aldehyde derivative.

Country Status (1)

Country Link
CH (1) CH266516A (en)

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