CH314915A - Process for the preparation of 2-thiocyano-4: 6-diamino-s-triazine - Google Patents

Process for the preparation of 2-thiocyano-4: 6-diamino-s-triazine

Info

Publication number
CH314915A
CH314915A CH314915DA CH314915A CH 314915 A CH314915 A CH 314915A CH 314915D A CH314915D A CH 314915DA CH 314915 A CH314915 A CH 314915A
Authority
CH
Switzerland
Prior art keywords
triazine
diamino
preparation
thiocyano
solution
Prior art date
Application number
Other languages
German (de)
Inventor
J Roemer John
Donald W Kaiser
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 CH314915A publication Critical patent/CH314915A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40—Nitrogen atoms
    • C07D251/48—Two nitrogen atoms
    • C07D251/52—Two nitrogen atoms with an oxygen or sulfur atom attached to the third ring carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

  

  <B>Verfahren zur Herstellung von</B>     2-Thioeyano-4:6-diamino-s-triazin       Die vorliegende Erfindung betrifft ein  Verfahren zur Herstellung von     2-Thioeya.no-          4    :     6-diamino-s-tria.zin    der Formel  
EMI0001.0005     
    Das Verfahren ist dadurch gekennzeichnet,       dass    man     Thiocyansäure    mit     2-Chlor-4:        6-          diamino-s-triazin    in Wasser reagieren     lässt,     die entstehende Lösung neutralisiert und das  ausgefällte     Triazinderivat    isoliert.  



  Das nachfolgende Beispiel soll. die Erfin  dung näher erläutern:       Beispiel     795 g     Kaliumthiocyanat    (2     Mol)    werden  in     :500    ein- Wasser gelöst und 170     ein-    Salz  säure etwa 2     Mol        HCl    enthaltend, zwecks  Bildung einer     wässerigen    Lösung von     Thio-          eyansäure    zugefügt. Diese     Lösung    wird, um  die Zersetzung möglichst     zu        vermeiden,    in der  Kälte (0-10 ) hergestellt und verwendet.

   Zu  dieser Lösung werden dann 25 g     2-Chlor-4:6-          diamino-s-triazin    (0,17     Mol)        zugefügt,    welches  sieh rasch unter Bildung einer tiefroten     Lö-          sun@,    auflöst. Die Lösung wird dann zwecks       Entfernung    geringer Mengen suspendierter    Stoffe filtriert, worauf das Filtrat in der  Kälte mit 20     0/aiger    Natronlauge bis zu einem       pA    von etwa 5 neutralisiert wird.

   Die hierbei  entstehende gelbe Fällung (25 g =     90,51/0     der theoretischen Ausbeute) wird mit Aceton  extrahiert,     worin    sie leicht löslich ist. Durch  Verdampfen des     Acetons        wird    das     2-Thio-          eyano-4:6-diamino-s-triazin,    frei von Chlor  iden, erhalten.  



  Die neue Verbindung ist in Aceton leicht  löslich und kann als     Insektizid,    als     Anti-          oxyda.ns    und als Zwischenprodukt für die  Herstellung von     Triazin-Derivaten,    synthe  tischen Harzen, und Farbstoffen     verwendet     werden.



  <B> Process for the preparation of </B> 2-Thioeyano-4: 6-diamino-s-triazine The present invention relates to a process for the preparation of 2-Thioeya.no-4: 6-diamino-s-triazine the formula
EMI0001.0005
    The process is characterized in that thiocyanic acid is allowed to react with 2-chloro-4: 6-diamino-s-triazine in water, the resulting solution is neutralized and the precipitated triazine derivative is isolated.



  The following example is supposed to. explain the invention in more detail: Example 795 g of potassium thiocyanate (2 mol) are dissolved in: 500 one-part water and 170 one-hydrochloric acid containing about 2 moles of HCl are added to form an aqueous solution of thioyanic acid. In order to avoid decomposition as much as possible, this solution is prepared and used in the cold (0-10).

   25 g of 2-chloro-4: 6-diamino-s-triazine (0.17 mol) are then added to this solution, which dissolves rapidly with the formation of a deep red solution. The solution is then filtered to remove small amounts of suspended substances, whereupon the filtrate is neutralized in the cold with 20% sodium hydroxide solution to a pA of about 5.

   The resulting yellow precipitate (25 g = 90.51 / 0 of the theoretical yield) is extracted with acetone, in which it is easily soluble. By evaporating the acetone, the 2-thioeyano-4: 6-diamino-s-triazine, free of chlorine ids, is obtained.



  The new compound is easily soluble in acetone and can be used as an insecticide, as an antioxidant and as an intermediate for the manufacture of triazine derivatives, synthetic resins and dyes.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung von 2-Thio- cyano-4:6-diamino-s-triazin, dadurch gekenn zeichnet, da.ss man Thiocyansäure mit 2-Chlor- 4:6-diamino-s-triazin in Wasser reagieren lässt, die entstehende Lösung neutralisiert und das ausgefällte Triazin-Derivat isoliert. PATENT CLAIM A process for the production of 2-thio-cyano-4: 6-diamino-s-triazine, characterized in that thiocyanic acid is allowed to react with 2-chloro-4: 6-diamino-s-triazine in water, which resulting solution is neutralized and the precipitated triazine derivative is isolated. Das so erhaltene 2-Thiocya.n-4 :6-diamino- s-triazin stellt ein gelbliches, in Aceton leicht lösliches Produkt dar. Dieses kann als Insek tizid, als Antioxyd'ans und als Zwischenpro dukt für die Herstellung von Triazin-Deri- vaten, synthetischen Harzen und Farbstoffen verwendet werden. The 2-Thiocya.n-4: 6-diamino-s-triazine obtained in this way is a yellowish product which is readily soluble in acetone. This can be used as an insecticide, as an antioxidant and as an intermediate product for the production of triazine derivatives - vaten, synthetic resins and dyes are used.
CH314915D 1952-06-18 1953-06-15 Process for the preparation of 2-thiocyano-4: 6-diamino-s-triazine CH314915A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US314915XA 1952-06-18 1952-06-18

Publications (1)

Publication Number Publication Date
CH314915A true CH314915A (en) 1956-07-15

Family

ID=21859751

Family Applications (1)

Application Number Title Priority Date Filing Date
CH314915D CH314915A (en) 1952-06-18 1953-06-15 Process for the preparation of 2-thiocyano-4: 6-diamino-s-triazine

Country Status (1)

Country Link
CH (1) CH314915A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1111641B (en) * 1958-07-24 1961-07-27 Degussa Process for the preparation of rhodantriazines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1111641B (en) * 1958-07-24 1961-07-27 Degussa Process for the preparation of rhodantriazines

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