CH261828A - Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. - Google Patents

Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine.

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Publication number
CH261828A
CH261828A CH261828DA CH261828A CH 261828 A CH261828 A CH 261828A CH 261828D A CH261828D A CH 261828DA CH 261828 A CH261828 A CH 261828A
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CH
Switzerland
Prior art keywords
triazine
diamino
substituted
preparation
dimethyl
Prior art date
Application number
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German (de)
Inventor
Ag J R Geigy
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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.)
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Publication date
Application filed by Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH261828A publication Critical patent/CH261828A/en

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Description

  

  Verfahren zur Herstellung eines substituierten     2,4-Diamino-1,3,5-triazins.       Gegenstand vorliegenden Patentes bildet  ein Verfahren zur Herstellung eines substi  tuierten     2,4-Diamino-1,3,5-triazins.    Das Ver  fahren ist dadurch gekennzeichnet, dass man       1,5-Dimethyl-biguanid    mit einer zur     Triazin-          ringbildung    geeigneten, den Rest     HC=    ab  gebenden Verbindung, wie z.

   B. mit Ameisen  säureester,     Formamid,        Formamidin,    Chloro  form,     Orthoameisensäureester,    zum     2,4-Di-          (monomethylamino)-1,3,5-triazin        umsetzt.    Die  erhaltene neue Base bildet farblose, glänzende  Kristalle vom Schmelzpunkt 2040. Sie soll als  Heilmittel oder als     Zwischenprodukt    für die  Herstellung von Heilmitteln verwendet wer  den.  



  <I>Beispiel 1:</I>  181 Teile fein gepulvertes, saures     1,5-Di-          methyl-biguanid-sulfat    werden in 800 Teilen       Dioxan    suspendiert, unter gutem Rühren und  Durchleiten von     Stickstoff    mit 252 Teilen Ba  riumhydroxyd [Ba (OH), . 8     H,0]    versetzt  und 8     Stunden    bei 50 bis 600 gehalten. Nach  Abkühlen auf Zimmertemperatur werden 60  Teile     Äthylformiat    zugegeben. Anschliessend  wird 2     Stunden    auf 60 bis 700 erwärmt.

   Dann  wird vom     Bariumsulfat        abfiltriert    und aus  dem Filtrat durch     Abdestillieren    des Lösungs  mittels das     2,4-Di-(monomethylamino)-1,3,5-          triazin    gewonnen; es kristallisiert aus Wasser  in farblosen, glänzenden Kristallen vom  Schmelzpunkt 2040. In Wasser von 370 ist es  zu 1,5 % mit. neutraler Reaktion löslich.

           Beispiel   <I>2:</I>  Das gleiche Produkt erhält man, wenn  man ein inniges Gemisch von 23 Teilen sau  rem     1,5-Dimethyl-biguanid-sulfat    und 14 Tei  len     INTatriumformiat    1 bis 2 Stunden auf 1500       und    die entstandene Schmelze noch kurze  Zeit auf 2000 erhitzt. Nach dem Erkalten  wird die Schmelze pulverisiert, in verdünnter       Salzsäure    gelöst, mit     konz.    Natronlauge alka  lisch gestellt und das abgeschiedene     2,4-Di-          (monomethylamino)-1,3,5-triazin    aus kochen  dem Wasser umkristallisiert.  



  Zur Herstellung der gleichen Verbindung  kann man ferner     1,5-Dimethyl-biguanid    mit       Formamid    reagieren lassen.



  Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. The subject of the present patent forms a process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. The Ver drive is characterized in that 1,5-dimethyl biguanide with a suitable for triazine ring formation, the remainder HC = from giving compound such.

   B. with formic acid ester, formamide, formamidine, chloro form, orthoformic acid ester, to the 2,4-di- (monomethylamino) -1,3,5-triazine. The new base obtained forms colorless, shiny crystals with a melting point of 2040. It is intended to be used as a remedy or as an intermediate in the manufacture of remedies.



  Example 1: 181 parts of finely powdered, acidic 1,5-dimethyl biguanide sulfate are suspended in 800 parts of dioxane, with 252 parts of barium hydroxide [Ba (OH ),. 8 H, 0] added and held at 50 to 600 for 8 hours. After cooling to room temperature, 60 parts of ethyl formate are added. The mixture is then heated to 60 to 700 for 2 hours.

   The barium sulfate is then filtered off and the 2,4-di- (monomethylamino) -1,3,5-triazine is obtained from the filtrate by distilling off the solution; it crystallizes from water in colorless, shiny crystals with a melting point of 2040. In water of 370 it is 1.5% with. neutral reaction soluble.

           Example <I> 2: </I> The same product is obtained if an intimate mixture of 23 parts of acidic 1,5-dimethyl biguanide sulfate and 14 parts of sodium formate 1 to 2 hours for 1500 and the resulting melt heated to 2000 for a short time. After cooling, the melt is pulverized, dissolved in dilute hydrochloric acid, treated with conc. Sodium hydroxide solution made alkaline and the deposited 2,4-di- (monomethylamino) -1,3,5-triazine recrystallized from boiling water.



  In addition, 1,5-dimethyl biguanide can be reacted with formamide to produce the same compound.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines substi tuierten 2,4-Diamino-1,3,5-triazins, dadurch gekennzeichnet, dass man 1,5-Dimethyl-bigua- nid mit einer zur Triazinringbildung geeigne ten, den Rest HC-- abgebenden Verbindung zum 2,4-Di-(monomethylamino)-1,3,5-triazin umsetzt. Die erhaltene neue Base bildet farb lose, glänzende Kristalle vom Schmelzpunkt 204 . <B>UNTERANSPRÜCHE:</B> 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man 1,5-Dimethyl- biguanid mit einem Ameisensäureester um setzt. 2. PATENT CLAIM: Process for the production of a substituted 2,4-diamino-1,3,5-triazine, characterized in that 1,5-dimethyl-biguanide is mixed with a compound which is suitable for triazine ring formation and which releases the remainder of HC-- to 2,4-di- (monomethylamino) -1,3,5-triazine. The new base obtained forms colorless, shiny crystals with a melting point of 204. <B> SUBClaims: </B> 1. Process according to patent claim, characterized in that 1,5-dimethyl biguanide is reacted with a formic acid ester. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man 1,5-Dimethyl- biguanid mit Formamid umsetzt. Process according to patent claim, characterized in that 1,5-dimethyl biguanide is reacted with formamide.
CH261828D 1946-08-16 1946-08-16 Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. CH261828A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH261828T 1946-08-16
CH254538T 1946-08-16

Publications (1)

Publication Number Publication Date
CH261828A true CH261828A (en) 1949-05-31

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Application Number Title Priority Date Filing Date
CH261828D CH261828A (en) 1946-08-16 1946-08-16 Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine.

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CH (1) CH261828A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3074943A (en) * 1963-01-22 Substituted tkiazines and process

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3074943A (en) * 1963-01-22 Substituted tkiazines and process

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