CH205894A - Process for producing a pyrimidine compound. - Google Patents
Process for producing a pyrimidine compound.Info
- Publication number
- CH205894A CH205894A CH205894DA CH205894A CH 205894 A CH205894 A CH 205894A CH 205894D A CH205894D A CH 205894DA CH 205894 A CH205894 A CH 205894A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- pyrimidine compound
- producing
- methyl
- pyrimidine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- -1 pyrimidine compound Chemical class 0.000 title claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- 239000012320 chlorinating reagent Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 241001101998 Galium Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung einer Pyrimidinverbindnng. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung einer Pyri- midinverbindung, welches dadurch gekenn zeichnet ist, dass man 2-Methyl-4-amino-5- ogymethylpyrimidin durch Einwirken eines ChlorierungsmitteLs in das 2-Methyl-4-amino- 5 - chlormethylpyrimid@in - hyclrochlorid um wandelt.
Als Chlorierungsmittel haben sich zum Beispiel ausser Chlorwasserstoff auch ,die Chloride des Phosphors und der Schwefel säure geeignet erwiesen.
Das so erhältliche Produkt kann man über die freie Base reinigen. Es bildet was serlösliche Kristalle vom F.<B>223'</B> und soll als Ausgangsstoff für chemische Synthesen verwendet werden.
<I>Beispiel:</I> 5 g 2-Methyl-4-amino-5-ogymethylpyri- mi.din werden unter 50 cm' Chloroform mit 8 g Phosphorpentachlorid innig verrieben. Die Mischung wird unter Rühren eine Stunde zum Kochen erhitzt.
Nach Abdampfen des Chloroforms und des entstandenen Phosphor- ogychlorid6 bleibt .das Hydrochlorid des 2- i#lethyl-4-amino-5-ehlormethylpyrimidins vom Schmelzpunkt<B>223'</B> zurück, .das mit kalter galiumcarbonatlösung in die freie Base ver wandelt werden kann.
Man erhält das Hydrochlorid auch beim Erhitzen von 2=Methyl-4-amino-5-ogymethyl- pyrimidin mit der 10fachen Menge Eisessig, der mit Chlorwasserstoff gesättigt ist, auf <B>100'</B> im Druckgefäss.
Process for the preparation of a pyrimidine compound. The present patent relates to a process for the preparation of a pyrimidine compound, which is characterized in that 2-methyl-4-amino-5-ogymethylpyrimidine is converted into the 2-methyl-4-amino-5-chloromethylpyrimide by the action of a chlorinating agent @in - hyclrochlorid converts.
In addition to hydrogen chloride, the chlorides of phosphorus and sulfuric acid have also proven suitable as chlorinating agents.
The product obtainable in this way can be purified using the free base. It forms water-soluble crystals of F. <B> 223 '</B> and is intended to be used as a starting material for chemical syntheses.
<I> Example: </I> 5 g of 2-methyl-4-amino-5-ogymethylpyri- mi.dine are thoroughly triturated with 8 g of phosphorus pentachloride under 50 cm 'of chloroform. The mixture is heated to a boil for one hour while stirring.
After evaporation of the chloroform and the resulting phosphorogychloride6, the hydrochloride of 2-i # lethyl-4-amino-5-chloromethylpyrimidine with a melting point of 223 'is left behind, with cold galium carbonate solution in the free base can be transformed.
The hydrochloride is also obtained when 2 = methyl-4-amino-5-ogymethylpyrimidine is heated with 10 times the amount of glacial acetic acid, which is saturated with hydrogen chloride, to 100 'in the pressure vessel.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE205894X | 1936-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH205894A true CH205894A (en) | 1939-07-15 |
Family
ID=5789562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH205894D CH205894A (en) | 1936-05-15 | 1937-04-27 | Process for producing a pyrimidine compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH205894A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2165926C2 (en) * | 1998-11-25 | 2001-04-27 | Плечев Владимир Вячеславович | 2-methyl-4-amino-6-hydroxypyrimidine and methods of its synthesis (variants) |
-
1937
- 1937-04-27 CH CH205894D patent/CH205894A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2165926C2 (en) * | 1998-11-25 | 2001-04-27 | Плечев Владимир Вячеславович | 2-methyl-4-amino-6-hydroxypyrimidine and methods of its synthesis (variants) |
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