CH310723A - Process for the production of a new Schiff base. - Google Patents

Process for the production of a new Schiff base.

Info

Publication number
CH310723A
CH310723A CH310723DA CH310723A CH 310723 A CH310723 A CH 310723A CH 310723D A CH310723D A CH 310723DA CH 310723 A CH310723 A CH 310723A
Authority
CH
Switzerland
Prior art keywords
pyrimidine
production
diamino
schiff base
methyl
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 CH310723A publication Critical patent/CH310723A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48—Two nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Liquid Crystal Substances (AREA)

Description

  

  Verfahren zur Herstellung einer neuen Schiffsehen Base.    Gegenstand des vorliegenden Patentes ist  Ein Verfahren zur Herstellung einer neuen       Schiffsehen    Base, welches dadurch     gekenn-          zeiehnet    ist, dass man auf     2,4-Diamino-5-amino-          methyl-6-methyl-pyrimidin    eine das Radikal  der Formel  
EMI0001.0006     
    liefernde Verbindung einwirken lässt.

   Als das  Radikal der obigen Formel liefernde Verbin  dungen seien genannt:     p-Acetamino-benzalde-          h7d,        p-Acetamino-benzaldehydacetale    oder     -di-          acylderivate    oder     p-Acetamino-benzalhaloge-          nide.     



  Das so erhaltene 5 - (p -     Acetaminobenzal-          aminomethyl)        -2,4-diamino-6-methyl-pyrimidin,     das wahrscheinlich wenigstens in Lösung im       ('lleichgewieht    mit der Ringform     2-Amino-6-          methyl-2'    - p -     acetaminophenyl        -l',2',3',4'-        tetra-          hvdropyrimido-    (5',6' : 5,4)     -pyrimidin    steht,  schmilzt bei 220-221  unter Zersetzung. Das  Verfahrensprodukt soll als     Chemotherapeuti-          eum    und als Zwischenprodukt Verwendung  finden.  



  <I>Beispiel:</I>  17 g     2,4-Diamino-5-aminomethyl-6-methy        1-          pyrimidin    werden mit einer Lösung von 18 g       11-        Acetamino-benzaldehyd    in 700     em3        abs.    11e-         thanol    vermischt. Man kocht 15 Minuten,  kühlt,     nutscht    den Kristallbrei ab und kristal  lisiert aus Äthanol um.

   Man erhält so 22 g, das  sind     581/o    der Theorie, der bei 220-221  un  ter Zersetzung     schmelzenden        p-Acetamino-          benzalverbindung    von     2,4-Diamino-5-amino-          methyl-6-methyl-pyr        imidin.  



  Method of manufacturing a new marine base. The subject matter of the present patent is a process for the production of a new Schiff base, which is characterized in that the radical of the formula is added to 2,4-diamino-5-aminomethyl-6-methyl-pyrimidine
EMI0001.0006
    supplying compound can act.

   The following compounds which provide the radical of the above formula may be mentioned: p-acetaminobenzaldehyde, p-acetaminobenzaldehyde acetals or di-acyl derivatives or p-acetaminobenzalhalogenides.



  The 5 - (p - acetaminobenzalaminomethyl) -2,4-diamino-6-methyl-pyrimidine obtained in this way, which is probably at least in solution in the form of the ring 2-amino-6-methyl-2 '- p - acetaminophenyl -l ', 2', 3 ', 4'-tetrahydropyrimido- (5', 6 ': 5.4) -pyrimidine, melts at 220-221 with decomposition. The product is said to be used as a chemotherapeutic and as Find intermediate product use.



  <I> Example: </I> 17 g of 2,4-diamino-5-aminomethyl-6-methy 1-pyrimidine are mixed with a solution of 18 g of 11-acetaminobenzaldehyde in 700 em3 abs. 11ethanol mixed. It is boiled for 15 minutes, cooled, the crystal pulp is suction filtered and crystallized from ethanol.

   This gives 22 g, that is 581 / o of theory, of the p-acetaminobenzal compound of 2,4-diamino-5-aminomethyl-6-methyl-pyrimidine which melts at 220-221 under decomposition.

Claims (1)

PATENT TANSPRLTCH Verfahren zur Herstellung einer neuen Schiffsehen Base, dadurch gekennzeichnet, dass man auf 2,4-Diamino-5-aminomethyl-6- iuethyl-pyrimidin eine das Radikal der Formel EMI0001.0047 liefernde Verbindung einwirken lässt. PATENT TANSPRLTCH Process for the preparation of a new Schiffsehen base, characterized in that 2,4-diamino-5-aminomethyl-6-iuethyl-pyrimidine is a radical of the formula EMI0001.0047 supplying compound can act. Das so erhaltene .5-(p-Acetaminobenzal- amin omethy 1)-2,4-diamino-6-xnethyl-pyrimidin, das wahrscheinlich wenigstens in Lösung im Gleichgewicht mit der Ringform 2-Amino-6- methyl-2'-p -acetaminophenyl-1',2',3',4'-tetra- hydropyrimido - (5',6': 5,4) - pyrimidin steht, schmilzt bei 220-221 unter Zersetzung. The obtained .5- (p-Acetaminobenzal- amin omethyl 1) -2,4-diamino-6-methyl-pyrimidine, which is probably at least in solution in equilibrium with the ring form 2-amino-6-methyl-2'-p -acetaminophenyl-1 ', 2', 3 ', 4'-tetrahydropyrimido - (5', 6 ': 5.4) - pyrimidine, melts at 220-221 with decomposition. Das Verfahrensprodukt soll als Chemotherapeuti- cum und als Zwischenprodukt Verwendung finden. The process product is intended to be used as a chemotherapeutic agent and as an intermediate product.
CH310723D 1952-06-27 1952-06-27 Process for the production of a new Schiff base. CH310723A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH310723T 1952-06-27
CH309034T 1955-08-15

Publications (1)

Publication Number Publication Date
CH310723A true CH310723A (en) 1955-10-31

Family

ID=25735557

Family Applications (1)

Application Number Title Priority Date Filing Date
CH310723D CH310723A (en) 1952-06-27 1952-06-27 Process for the production of a new Schiff base.

Country Status (1)

Country Link
CH (1) CH310723A (en)

Similar Documents

Publication Publication Date Title
CH310723A (en) Process for the production of a new Schiff base.
CH310726A (en) Process for the production of a new Schiff base.
DE843412C (en) Process for the preparation of 2- (3,4-dioxy-phenyl) -morpholine
CH310724A (en) Process for the production of a new Schiff base.
CH310722A (en) Process for the production of a new Schiff base.
CH310729A (en) Process for the production of a new Schiff base.
CH310727A (en) Process for the production of a new Schiff base.
CH310730A (en) Process for the production of a new Schiff base.
CH544835A (en) Benzofuran optical brighteners
CH310728A (en) Process for the production of a new Schiff base.
CH310725A (en) Process for the production of a new Schiff base.
CH310721A (en) Process for the production of a new Schiff base.
AT256833B (en) Process for the preparation of new 2-isoxazolin-5-ones and their salts
AT235234B (en) Optical brighteners
DE860636C (en) Process for the production of acrylic azide
CH309831A (en) Process for producing a hydrazine compound.
CH283586A (en) Process for the preparation of a new imidazoline.
CH235763A (en) Process for the preparation of a thiophanone derivative.
CH297294A (en) Process for the preparation of a new quaternary salt.
CH207672A (en) Process for preparing an aminobenzenesulfonic acid amide compound.
CH308209A (en) Process for the preparation of a new pyrimidine derivative.
CH104911A (en) Process for the preparation of acetoacetyl-4-aminoazobenzene.
CH308210A (en) Process for the preparation of a new pyrimidine derivative.
CH309830A (en) Process for producing a hydrazine compound.
CH306793A (en) Process for making a new salt.