CH162357A - Method for the preparation of a strongly basic porphine. - Google Patents

Method for the preparation of a strongly basic porphine.

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Publication number
CH162357A
CH162357A CH162357DA CH162357A CH 162357 A CH162357 A CH 162357A CH 162357D A CH162357D A CH 162357DA CH 162357 A CH162357 A CH 162357A
Authority
CH
Switzerland
Prior art keywords
porphine
strongly basic
preparation
new
pyrroporphyrin
Prior art date
Application number
Other languages
German (de)
Inventor
Sandoz Chemische Fabri Vormals
Original Assignee
Chem Fab Vormals Sandoz
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 Chem Fab Vormals Sandoz filed Critical Chem Fab Vormals Sandoz
Publication of CH162357A publication Critical patent/CH162357A/en

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Description

  

  Verfahren zur Darstellung eines starkbasischen     Porphins.       Das vorliegende Verfahren     betrifft    die Dar  stellung eines starkbasischen     Porphins    und ist  dadurch gekennzeichnet, dass man     Pyrropor-          phyrinmonomethylester    mit asymmetrischem       Diaethylaminoäthylendiamin    behandelt.  



  <I>Beispiel:</I>  1     gr        Pyrroporphyrinmonomethylester    wird  zusammen mit 5 cm-' asymmetrischem     Di-          äthylaminoaethylendiamin    in der Silberhülse  im     Einschlussrohr    5 Stunden lang auf 180    erhitzt, wobei die Bildung des neuen     Porphins     unter Abspaltung von Methylalkohol statt  findet.

   Der Rohrinhalt wird mit Chloroform       aufgenommen,    filtriert und unter Zusatz von  Methanol eingeengt, bis der     Chloroformgeruch     verschwunden ist. , Dann kristallisiert das       Reaktionsprodukt    in schönen prismatischen  Nadeln vom     korr.        Smp.    211'     (unzersetzt)    aus.  Zur Analyse wurde das Präparat nach mehr  facher Umkristallisation aus einem Gemisch  von Chloroform und Methanol im Hochva  kuum bei<B>250</B> zur Gewichtskonstanz ge  trocknet.  



       Ber.    für     C37H48N60    C<B>74,950/.</B> H<B>8,160/,</B>       Gef.    C     75,15"/o    H     7,85"/o     Das neue starkbasische     Porphin    stellt  einen dunkelrotbraunen Farbstoff dar, dessen         Basizität    so gross ist, dass er einer ätherischen  Lösung mit beliebig schwachen Säuren quan  titativ entnommen werden kann. Die Lösung  seiner Salze mit starken Säuren in Wasser  reagiert neutral und zeigt     Neutralspektrum.     



  Die     Analyse_bestätigt    das Vorliegen eines  von     Pyrroporphyrinester    verschiedenen, neuen       Porphins.  



  Method for the preparation of a strongly basic porphine. The present method relates to the presentation of a strongly basic porphine and is characterized in that pyrroporphyrin monomethyl ester is treated with asymmetric diaethylaminoethylenediamine.



  <I> Example: </I> 1 gram of pyrroporphyrin monomethyl ester is heated to 180 for 5 hours together with 5 cm- 'asymmetrical diethylaminoethylenediamine in the containment tube, with the formation of the new porphins with elimination of methyl alcohol.

   The contents of the tube are taken up with chloroform, filtered and concentrated with the addition of methanol until the chloroform odor has disappeared. Then the reaction product crystallizes in beautiful prismatic needles from the corr. M.p. 211 '(undecomposed). For analysis, after recrystallization several times from a mixture of chloroform and methanol, the preparation was dried to constant weight in a high vacuum at <B> 250 </B>.



       Ber. for C37H48N60 C <B> 74.950 /. </B> H <B> 8.160 /, </B> Gef. C 75.15 "/ o H 7.85" / o The new strongly basic porphine is a dark red-brown dye, Its basicity is so great that it can be quantitatively taken from an ethereal solution with any weak acid. The solution of its salts with strong acids in water reacts neutrally and shows a neutral spectrum.



  The analysis confirms the presence of a new porphine other than pyrroporphyrin esters.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines stark basischen Porphins, dadurch gekennzeichnet, dass man Pyrroporphyrinmonomethylester mit asymmetrischem Diäthylaminoäthylen- diamin behandelt. Das neue starkbasische Porphin stellt einen dunkelrotbraunen Farbstoff dar, dessen Basizität so gross ist, dass er einer ätherischen Lösung mit beliebig schwachen Säuren quan titativ entnommen werden kann. PATENT CLAIM: Process for the preparation of a strongly basic porphine, characterized in that pyrroporphyrin monomethyl ester is treated with asymmetric diethylaminoethylene diamine. The new strongly basic porphine is a dark red-brown dye whose basicity is so great that it can be quantitatively taken from an ethereal solution with any weak acids. Die Lösung seiner Salze mit starken .Säuren in Wasser reagiert neutral und zeigt Neutralspektrum. Die Analyse bestätigt das Vorliegen eines von Pyrroporphyrinester verschiedenen, neuen Porphins. Das neue Produkt kann zu färbe- rischen Zwecken verwendet werden. The solution of its salts with strong acids in water reacts neutrally and shows a neutral spectrum. The analysis confirms the presence of a new porphine other than pyrroporphyrin esters. The new product can be used for dyeing purposes.
CH162357D 1931-12-22 1931-12-22 Method for the preparation of a strongly basic porphine. CH162357A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH158834T 1931-12-22
CH162357T 1931-12-22

Publications (1)

Publication Number Publication Date
CH162357A true CH162357A (en) 1933-06-15

Family

ID=25717168

Family Applications (1)

Application Number Title Priority Date Filing Date
CH162357D CH162357A (en) 1931-12-22 1931-12-22 Method for the preparation of a strongly basic porphine.

Country Status (1)

Country Link
CH (1) CH162357A (en)

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