CH261811A - 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
CH261811A
CH261811A CH261811DA CH261811A CH 261811 A CH261811 A CH 261811A CH 261811D A CH261811D A CH 261811DA CH 261811 A CH261811 A CH 261811A
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CH
Switzerland
Prior art keywords
triazine
hydrogen
diamino
substituted
ethylamino
Prior art date
Application number
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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 CH261811A publication Critical patent/CH261811A/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 neuen  substituierten     2,4-Diamino-1,3,5-triazins.    Das  Verfahren ist dadurch gekennzeichnet, dass  man im     2-Amino-4-äthylamino-6-halogen-1,3,5-          triazin    das Halogenatom mit reduzierenden  Mitteln, wie z. B. Jodwasserstoff, Zinkstaub  oder Wasserstoff in Gegenwart eines     Schwer-          metallkatalysators,    durch Wasserstoff ersetzt.

    Die erhaltene neue Base, das     2-Amino-4-äthyl-          amino-1,3,5-triazin,    stellt ein weisses Kristall  pulver dar, das bei 197,50 schmilzt und in  Wasser von     37     zu ungefähr 1     %    mit neutra  ler Reaktion löslich ist. Die Verbindung soll  als Heilmittel oder als Zwischenprodukt für  Heilmittel verwendet werden.  



  <I>Beispiel:</I>  17,4 Teile     2-Amino-4-äthylamino-6-chlor-          1,3,5-triazin    werden mit 1 Teil     Zinn-(2)-chlo-          rid    vermischt und in kleinen Portionen unter  starkem Rühren in eine kochende Suspension  von 20 Teilen     Natriumcarbonat,    2 Teilen  25%igem wässerigem Ammoniak, 0,5 Teilen       Türkisehrotöl    und 30 Teilen Zinkstaub in 300  Teilen Wasser eingetragen. Dann wird noch  6 Stunden unter     Rückfluss    weitergekocht und  im Laufe dieser Zeit nochmals 30 Teile Zink  staub in kleinen Portionen zugegeben.

   Nach  Abkühlen wird     abgenutscht,    mit kaltem Was  ser gewaschen und der trockene N utschrück-    stand mit heissem, absolutem Äthanol extra  hiert. Der über Tierkohle filtrierte     Äthanol-          auszug    wird eingedampft und der     Rückstand     aus kochend heissem Methylalkohol umkristal  lisiert. Die Reduktion kann auch mit     Jodwas-          serstoff    oder mit Wasserstoff in Gegenwart  eines     Schwermetallkatalysators    ausgeführt  werden.



  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 new substituted 2,4-diamino-1,3,5-triazine. The process is characterized in that the halogen atom in the 2-amino-4-ethylamino-6-halogen-1,3,5-triazine with reducing agents, such as. B. hydrogen iodide, zinc dust or hydrogen in the presence of a heavy metal catalyst, replaced by hydrogen.

    The new base obtained, the 2-amino-4-ethylamino-1,3,5-triazine, is a white crystal powder that melts at 197.50 and in water of 37 to about 1% with a neutral reaction is soluble. The compound is said to be used as a medicinal product or as an intermediate for medicinal products.



  <I> Example: </I> 17.4 parts of 2-amino-4-ethylamino-6-chloro-1,3,5-triazine are mixed with 1 part of tin (2) chloride and in small portions with vigorous stirring in a boiling suspension of 20 parts of sodium carbonate, 2 parts of 25% aqueous ammonia, 0.5 part of turquoise red oil and 30 parts of zinc dust in 300 parts of water. The mixture is then refluxed for a further 6 hours and a further 30 parts of zinc dust are added in small portions over the course of this time.

   After cooling, it is suction filtered, washed with cold water and the dry nut residue is extracted with hot, absolute ethanol. The ethanol extract, filtered through animal charcoal, is evaporated and the residue is recrystallized from boiling hot methyl alcohol. The reduction can also be carried out with hydrogen iodide or with hydrogen in the presence of a heavy metal catalyst.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen substituierten 2,4-Diamino-1,3,5-triazins, da durch gekennzeichnet, dass man im 2-Amino- 4-äthylamino-6-halogen-1,3,5-triazin das Halo genatom mit reduzierenden Mitteln durch Wasserstoff ersetzt. Die erhaltene neue Base, das 2-Amino-4-äthylamino-1,3,5-triazin, stellt ein weisses Kristallpulver dar, das bei 197,5 schmilzt und in Wasser von 370 zu ungefähr <I>1,w,</I> mit neutraler Reaktion löslich ist. <B>UNTERANSPRÜCHE:</B> 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man als Reduk tionsmittel Jodwasserstoff verwendet. 2. PATENT CLAIM: Process for the production of a new substituted 2,4-diamino-1,3,5-triazine, characterized in that the halo in the 2-amino-4-ethylamino-6-halogen-1,3,5-triazine genatom replaced by hydrogen with reducing agents. The new base obtained, the 2-amino-4-ethylamino-1,3,5-triazine, is a white crystal powder that melts at 197.5 and in water from 370 to about <I> 1, w, </ I> is soluble with a neutral reaction. <B> SUBClaims: </B> 1. Method according to claim, characterized in that hydrogen iodide is used as the reducing agent. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man als reduzie rendes Mittel Zinkstaub verwendet. 3. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Reduk tion mit Wasserstoff in Gegenwart eines Schwermetallkatalysators vornimmt. Method according to patent claim, characterized in that zinc dust is used as the reducing agent. 3. The method according to claim, characterized in that the reduction is carried out with hydrogen in the presence of a heavy metal catalyst.
CH261811D 1946-08-16 1946-08-16 Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. CH261811A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH252530T 1946-08-16
CH261811T 1946-08-16

Publications (1)

Publication Number Publication Date
CH261811A true CH261811A (en) 1949-05-31

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Family Applications (1)

Application Number Title Priority Date Filing Date
CH261811D CH261811A (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) CH261811A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2658894A (en) * 1953-11-10 Formoguanamemes and their

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2658894A (en) * 1953-11-10 Formoguanamemes and their

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