CH271520A - Process for the preparation of a derivative of 2-benzylaminopyrimidine. - Google Patents

Process for the preparation of a derivative of 2-benzylaminopyrimidine.

Info

Publication number
CH271520A
CH271520A CH271520DA CH271520A CH 271520 A CH271520 A CH 271520A CH 271520D A CH271520D A CH 271520DA CH 271520 A CH271520 A CH 271520A
Authority
CH
Switzerland
Prior art keywords
pyrimidine
amino
preparation
benzyl
derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Corporation Pyridium
Original Assignee
Pyridium Corp
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 Pyridium Corp filed Critical Pyridium Corp
Publication of CH271520A publication Critical patent/CH271520A/en

Links

Landscapes

  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines Derivates des     2-Benzylamino-pyrimidins       Das Hauptpatent     Nr.265663    betrifft ein  Verfahren zur Herstellung einer netten Sub  stanz mit     Antihistaminaktivität,    nämlich des  2 - (p -     llethoxy    -     benzyl    -     dimethy        laminoäthy    1  amino)-pyrimidins, welches mit Säuren leicht  lösliche Additionsprodukte bildet. Zur kli  nischen Verwendung eignet sich besonders das  Hydrochlorid.  



  Gegenstand des vorliegenden Patentes ist  nun ein Verfahren zur Herstellung dieses  Hydrochlorids, welches dadurch gekennzeich  net ist, dass das     2-(p-hlethoxy-benzyl-dimethyl-          aminoäthyl-amino)-py        ridin,    gelöst in einem  organischen Lösungsmittel, mit konzentrierter       Salzsäure    behandelt und das gebildete     Hydro-          chlorid    durch Abkühlen des Reaktions  gemisches zum Auskristallisieren gebracht, ab  filtriert, mit Aceton gewaschen und getrocknet  wird.

   Das so erhaltene     2-(p-llethoxy-benzyl-          dimethylaminoäthyl    -     amino)    -     pyrimidin-hydro-          chlorid    bildet kubische Kristalle mit. einem  Schmelzpunkt von 173 bis 176  C, die in Was  ser leicht löslich sind.  



  Das auf die genannte Weise erhaltene  Hydrochlorid kann durch Umkristallisation  einer weiteren Reinigung unterzogen werden.         Beispiel.:     Zu 1000g     2-(p-3lethoxy-benzyl-dimethyl.-          aminoätliyl-amino)-pyrimidin    wurden 2250     eins     Aceton und 406 g konzentrierte Salzsäure         (36        %        HCl)        hinzugefügt.        Das        Reaktionsge-          misch    wurde gut abgekühlt und das auskri  stallisierte Hydrochlorid auf einem Filter ge  sammelt und mit Aceton gewaschen und so  dann getrocknet.  



  Das Filtrat wurde hierauf alkalisch ge  stellt, die freie Base mit Äther aufgenommen,  das Lösungsmittel abgetrieben und der Rück  stand nochmals wie beschrieben behandelt.



  Process for the preparation of a derivative of 2-benzylamino-pyrimidine The main patent No. 265663 relates to a process for the preparation of a nice substance with antihistamine activity, namely 2 - (p - llethoxy - benzyl - dimethy laminoäthy 1 amino) -pyrimidine, which with acids forms easily soluble addition products. Hydrochloride is particularly suitable for clinical use.



  The subject of the present patent is a process for the production of this hydrochloride, which is characterized in that the 2- (p-ethoxy-benzyl-dimethyl-aminoethyl-amino) -pyridine, dissolved in an organic solvent, is treated with concentrated hydrochloric acid and the hydrochloride formed is brought to crystallize out by cooling the reaction mixture, filtered off, washed with acetone and dried.

   The 2- (p-llethoxy-benzyl-dimethylaminoethyl-amino) -pyrimidine hydrochloride obtained in this way also forms cubic crystals. a melting point of 173 to 176 C, which are easily soluble in what water.



  The hydrochloride obtained in this way can be subjected to further purification by recrystallization. Example .: To 1000 g of 2- (p-3lethoxy-benzyl-dimethyl-aminoethyl-amino) -pyrimidine, 2250 g of acetone and 406 g of concentrated hydrochloric acid (36% HCl) were added. The reaction mixture was cooled well and the hydrochloride which had crystallized out was collected on a filter and washed with acetone and then dried in this way.



  The filtrate was then made alkaline, the free base was taken up with ether, the solvent was driven off and the residue was treated again as described.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Derivates des 2-Benzylamino-pyrimidins, dadurch ge kennzeichnet, dass 2-(p-Methoxy-benzyl dime- thylaminoäthyl - amino) - py rimidin, gelöst in einem organischen Lösungsmittel, mit konzen trierter Salzsäure behandelt und das gebildete Hy droehlorid durch Abkühlen des Reaktions gemisches zum Auskristallisieren gebracht, ab- filtriert, mit Aceton gewaschen und getrocknet. wird. Claim: Process for the preparation of a derivative of 2-benzylamino-pyrimidine, characterized in that 2- (p-methoxy-benzyl dimethylaminoethyl - amino) - pyrimidine, dissolved in an organic solvent, treated with concentrated hydrochloric acid and that Hydrochloride formed brought about by cooling the reaction mixture to crystallize, filtered off, washed with acetone and dried. becomes. Das so erhaltene 2-(p-Methoxy-benzyl- dimethyl aminoäthyl-amino) -pyrimidin - hydro- chlorid bildet kubische Kristalle mit einem Schmelzpunkt von 173 bis 176 C, die in Was ser leicht löslich sind. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, dadurch gekennzeiehnet, dass als organisches Lösungs mittel Aeeton verwendet. wird. The 2- (p-methoxy-benzyl-dimethyl-aminoethyl-amino) -pyrimidine hydrochloride obtained in this way forms cubic crystals with a melting point of 173 to 176 ° C., which are easily soluble in water. SUBClaim: Method according to claim, characterized in that Aeeton is used as the organic solvent. becomes.
CH271520D 1946-06-26 1946-10-17 Process for the preparation of a derivative of 2-benzylaminopyrimidine. CH271520A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US271520XA 1946-06-26 1946-06-26

Publications (1)

Publication Number Publication Date
CH271520A true CH271520A (en) 1950-10-31

Family

ID=21836004

Family Applications (1)

Application Number Title Priority Date Filing Date
CH271520D CH271520A (en) 1946-06-26 1946-10-17 Process for the preparation of a derivative of 2-benzylaminopyrimidine.

Country Status (1)

Country Link
CH (1) CH271520A (en)

Similar Documents

Publication Publication Date Title
CH271520A (en) Process for the preparation of a derivative of 2-benzylaminopyrimidine.
DE844154C (en) Process for the preparation of phenthiazine derivatives with an external quaternary ammonium group
DE632257C (en) Process for the production of Abkoemmlingen the pyrazine monocarboxylic acid
AT229496B (en) Process for the preparation of the new nicotinic acid ester of dihydroxycodeinone
DE806438C (en) Process for the production of novel pentaerythritol clusters
DE503031C (en) Process for the preparation of the N-oxyethyl derivatives of core substitution products of -amino-1-oxybenzene
DE919532C (en) Process for the production of amino acids of the hydrophenanthrene series
AT252912B (en) Process for the preparation of 3-methylflavone-8-carboxylic acid and its esters
CH369759A (en) Process for the preparation of N-alkylpiperidine-α-carboxylic acid anilides
CH474490A (en) Process for the preparation of new benzenesulfonylureas
DE861839C (en) Process for the preparation of threo-1- (4'-nitrophenyl) -2-dichloroacetylamino-1, 3-dichloropropane
DE488682C (en) Process for the preparation of the N-oxyaethyl derivatives of 2-amino-1-oxybenzene
DE883152C (en) Process for the separation of folic acid
DE486772C (en) Process for the preparation of the N-oxyaethyl derivatives of 4-amino-1-oxybenzene
DE813709C (en) Process for the preparation of aromatic monocyclic triamino hydrocarbons
AT146504B (en) Process for the preparation of amides of pyrazine monocarboxylic acid.
AT289801B (en) Process for the preparation of 5- (1'-methyl-4'-piperidylidene) -dibenzo [a, e] cycloheptatriene and its hydrochloric acid salt
DE2350710C3 (en) Method of making eriodictyol (5,7,3,4'-tetrahydroxyflavanone)
DE487788C (en) Process for the preparation of the N-oxyaethyl derivatives of nuclear substitution products and homologues of 4-amino-1-oxybenzene
DE908020C (en) Process for the preparation of 2-aminopyridine compounds
DE911259C (en) Process for the preparation of O-phenyl derivatives of the oxybenzal thiosemicarbazones
DE825548C (en) Process for the preparation of new diquartar salts of pyrimidylaminocinnolines
CH291671A (en) Process for the purification of alkali or alkaline earth salts of penicillin.
DE1770874B2 (en) PROCESS FOR THE PRODUCTION OF 2- (2,6-DICHLOROPHENYLAMINO) -IMIDAZOLINE-2
DE2010221A1 (en)