CH240070A - Process for the preparation of a derivative of a carboxylic acid. - Google Patents
Process for the preparation of a derivative of a carboxylic acid.Info
- Publication number
- CH240070A CH240070A CH240070DA CH240070A CH 240070 A CH240070 A CH 240070A CH 240070D A CH240070D A CH 240070DA CH 240070 A CH240070 A CH 240070A
- Authority
- CH
- Switzerland
- Prior art keywords
- soluble
- derivative
- carboxylic acid
- preparation
- acetic acid
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung eines Abkömmlings einer Karbonsäure. Gegenstand der Erfindung ist ein Verfah ren zur Gewinnung eines neuen Abkömmlings einer Karbonsäure von der Formel
EMI0001.0003
welcher gute spasmolytische Wirkung zeigt und daher als Arzneimittel verwendet werden soll.
Das Verfahren ist dadurch gekennzeich net, dass man Morpholin auf ein Diphenyl- halogen-essigsäurehalogenid einwirken lässt, wobei unter Abspaltung von Halogenwasser- stoff das Diphenyl - morpholino - essigsäure- morpholid entsteht.
<I>1.</I> Ausführungsbeispiel: Ein Gemisch von 10 g Diphenyl - chlor- essigsäurechlorid, 23 g Morpholin und 20 g absolutem Alkohol wird 5 Stunden im Auto- klauen auf etwa 150 C erhitzt. Das Reak tionsprodukt wird, nach Zufügen von 10 g Natriumbikarbonat, im Vakuum zur Trockne eingedampft.
Den Rückstand zieht man mit Chloroform aus, wäscht die Chloroformlösung mit Wasser und trocknet sie über wasser freiem Natriumsulfat. Beim Einengen der Lö sung kristallisieren 12 g Diphenyl-morpholino- essigsäuremorpholid aus.
<I>2.</I> Ausführungsbeispiel Zu einer Lösung von 2,8 g Diphenyl- brom - essigsäurebromid in 5 cm' absolutem Äther lässt man unter Rühren eine Lösung von 3,5 g Morpholin in 10 cm' Äther zu tropfen und kocht das Gemisch 4 Stunden am Rückflusskühler. Beim Aufarbeiten gemäss dem Beispiel 1 wird das Diphenyl - morpholino- essigsäuremorpholid in einer Ausbeute von 3,15 g erhalten.
Das Endprodukt des Verfahrens bildet farblose, bei 148 bis 149 C schmelzende Plättchen. Es ist leicht löslich in Chloroform, mässig gut löslich in verdünnten Mineral- Säuren, Benzol und Azeton, ziemlich schwer löslich in Alkohol und schwerlöslich in Was ser, Alkalien, Äther und Petroläther.
Process for the preparation of a derivative of a carboxylic acid. The invention relates to a procedural Ren for obtaining a new derivative of a carboxylic acid of the formula
EMI0001.0003
which shows good spasmolytic effect and should therefore be used as a medicine.
The process is characterized in that morpholine is allowed to act on a diphenylhaloacetic acid halide, the diphenylmorpholinoacetic acid morpholide being formed with the elimination of hydrogen halide.
<I> 1. </I> Exemplary embodiment: A mixture of 10 g of diphenyl chloroacetic acid chloride, 23 g of morpholine and 20 g of absolute alcohol is heated to around 150 ° C. for 5 hours in a car. The reaction product is, after adding 10 g of sodium bicarbonate, evaporated to dryness in vacuo.
The residue is extracted with chloroform, the chloroform solution is washed with water and dried over anhydrous sodium sulfate. When the solution is concentrated, 12 g of diphenylmorpholino-acetic acid morpholide crystallize out.
<I> 2nd </I> exemplary embodiment A solution of 3.5 g of morpholine in 10 cm of ether is allowed to drip into a solution of 2.8 g of diphenyl bromoacetic acid bromide in 5 cm of absolute ether and is boiled the mixture for 4 hours on the reflux condenser. When working up according to Example 1, the diphenylmorpholino-acetic acid morpholide is obtained in a yield of 3.15 g.
The end product of the process is colorless platelets that melt at 148 to 149 ° C. It is easily soluble in chloroform, moderately soluble in dilute mineral acids, benzene and acetone, fairly sparingly soluble in alcohol and sparingly soluble in water, alkalis, ether and petroleum ether.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH240070T | 1944-07-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH240070A true CH240070A (en) | 1945-11-30 |
Family
ID=4461604
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH240070D CH240070A (en) | 1944-07-29 | 1944-07-29 | Process for the preparation of a derivative of a carboxylic acid. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH240070A (en) |
-
1944
- 1944-07-29 CH CH240070D patent/CH240070A/en unknown
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