CH281595A - Process for the preparation of a halogenated pyrimidyl-mercapto-carboxylic acid. - Google Patents
Process for the preparation of a halogenated pyrimidyl-mercapto-carboxylic acid.Info
- Publication number
- CH281595A CH281595A CH281595DA CH281595A CH 281595 A CH281595 A CH 281595A CH 281595D A CH281595D A CH 281595DA CH 281595 A CH281595 A CH 281595A
- Authority
- CH
- Switzerland
- Prior art keywords
- pyrimidyl
- mercapto
- halogenated
- carboxylic acid
- preparation
- Prior art date
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
<B>Verfahren zur Herstellung einer</B> halogenierten Pyrimidyl-mercapto-carbonsäure. _ (segenstand des vorliegenden Patentes bil det ein Verfahren zur Herstellung einer halo- genierten Pyrimidyl-mereapto-carbonsäure, welches dadurch gekennzeichnet ist, dass man 4 - Oxy - 6 -n - propy 1-pyrimidy 1- (2) -mercapto- essigsäure mit jodierenden Mitteln behandelt.
Die so erhaltene 4-Oxy-5-jod-6-n-propyl- l)yrimidyl- (2) -mercapto-essigsäure schmilzt unter Zersetzung bei etwa 180 . Sie ist neu und soll als Heilmittel bei Hyperthyreoidis- inus Verwendung finden.
Für die Jodierung eignet sich ausser dem elementaren Jod zum Beispiel auch Jodmono- chlorid. Die Reaktion wird zweckmässigerweise in einem Verdünnungsmittel, das organischer oder wässeriger Natur sein kann, durchge führt. Als besonders geeignet seien beispiels weise Eisessig und wässerige Alkalien, wie Natriumbicarbonat, Soda oder Ätzalkalien, hervorgehoben.
<I>Beispiel:</I> <B>1.1., 5</B> Gewielitsteile 4-Oxy-6-n-propyl-py ri- in iclyl - (2) - mereapto - essigsäure werden auf dem siedenden Wasserbade in 200 Volumteilen 2n-#qodalösung gelöst. Man trägt hierauf 12,5 (;ewiehtsteile Jod ein, welches sieh ziemlich rasch unter Entfärbung auflöst.
Anschliessend wird noch eine halbe Stunde lang weiter er hitzt, abgekühlt und mit etwa 6n-Salzsäure auf deutlich kongosaure Reaktion angesäuert. Dabei fällt das jodierte Reaktionsprodukt in etwas gefärbter Form aus. Es wird in wenig gesättigter wässeriger Natriumbicarbonat- lösung gelöst und erneut mit Salzsäure aus gefällt. Zur weiteren Reinigung kann es aus Alkohol umkristallisiert werden. F. Zerset zung) bei etwa 180 (Jodabspaltung).
Durch Auflösen in 1 Äquivalent n-Natron- lauge und Zusatz von Caleiumchlorid lä.sst sieh das Calciumsalz in kristallisierter Form gewin nen. Auch andere Salze sind in üblieher Weise zu erhalten.
<B> Process for the production of a </B> halogenated pyrimidyl-mercapto-carboxylic acid. _ (The subject of the present patent forms a process for the production of a halogenated pyrimidyl-mereapto-carboxylic acid, which is characterized in that 4 - oxy - 6 -n - propy 1-pyrimidy 1- (2) -mercaptoacetic acid treated with iodine agents.
The 4-oxy-5-iodo-6-n-propyl-1) yrimidyl- (2) -mercapto-acetic acid thus obtained melts at about 180 ° with decomposition. It is new and is said to be used as a remedy for hyperthyroidism.
In addition to elemental iodine, iodine monochloride is also suitable for iodination. The reaction is conveniently carried out in a diluent, which can be organic or aqueous in nature. Glacial acetic acid and aqueous alkalis, such as sodium bicarbonate, soda or caustic alkalis, are particularly suitable.
<I> Example: </I> <B> 1.1., 5 </B> Gewielitsteile 4-Oxy-6-n-propyl-py ri- in iclyl - (2) - mereapto - acetic acid are on the boiling water bath in 200 parts by volume of 2N # qoda solution dissolved. You then carry 12.5 (; weight parts iodine, which dissolves pretty quickly with discoloration.
Then it is heated for another half an hour, cooled and acidified with about 6N hydrochloric acid for a clearly Congo acidic reaction. The iodized reaction product precipitates out in a somewhat colored form. It is dissolved in a little saturated aqueous sodium bicarbonate solution and precipitated again with hydrochloric acid. It can be recrystallized from alcohol for further purification. F. Decomposition) at about 180 (splitting off of iodine).
The calcium salt can be obtained in crystallized form by dissolving it in 1 equivalent of sodium hydroxide solution and adding calcium chloride. Other salts can also be obtained in the usual way.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH281595T | 1948-07-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH281595A true CH281595A (en) | 1952-03-15 |
Family
ID=4483237
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH281595D CH281595A (en) | 1948-07-01 | 1948-07-01 | Process for the preparation of a halogenated pyrimidyl-mercapto-carboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH281595A (en) |
-
1948
- 1948-07-01 CH CH281595D patent/CH281595A/en unknown
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