CH193834A - Method for producing a urethane series mercury compound. - Google Patents
Method for producing a urethane series mercury compound.Info
- Publication number
- CH193834A CH193834A CH193834DA CH193834A CH 193834 A CH193834 A CH 193834A CH 193834D A CH193834D A CH 193834DA CH 193834 A CH193834 A CH 193834A
- Authority
- CH
- Switzerland
- Prior art keywords
- mercury
- salt
- mercury salt
- compound
- urethane
- Prior art date
Links
- 229940100892 mercury compound Drugs 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- -1 urethane series mercury compound Chemical class 0.000 title description 3
- 150000002730 mercury Chemical class 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 4
- OFIHJYLASXZYAR-UHFFFAOYSA-N [Hg](=O)=O Chemical compound [Hg](=O)=O OFIHJYLASXZYAR-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 230000002421 anti-septic effect Effects 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 239000002934 diuretic Substances 0.000 claims description 2
- 230000001882 diuretic effect Effects 0.000 claims description 2
- 150000002731 mercury compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 229910000474 mercury oxide Inorganic materials 0.000 claims 1
- UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(ii) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 claims 1
- 150000003673 urethanes Chemical class 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WRYNUJYAXVDTCB-UHFFFAOYSA-M acetyloxymercury Chemical compound CC(=O)O[Hg] WRYNUJYAXVDTCB-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer Quecksilberverbindung der Urethanreihe. Es wurde gefunden, dass man zu einer neuen Quecksilberverbindung gelangen kann, wenn man auf N-Allyl-propylurethan ein
EMI0001.0004
bildet ein weisses Kristallpulver, das gegen Natronlauge beständig-ist. Die neue Verbin dung bildet wasserlösliche Salze. Ihr Acetat hat den F. 81-82 .
Die neue Verbindung zeichnet sich durch ihre starke diuretische und antiseptisebe Wir kung bei guter Verträglichkeit aus. Sie soll therapeutische Verwendung finden.
Nach dem Verfahren der Erfindung wird die gleiche Verbindung erhalten, sowohl durch Addition normaler, als auch basischer Mer- kurisalze, wie zum Beispiel den aus einer Mischung von je 1 Mol Merkurioxyd und 1 Äquivalent einer organischen Säure, oder je 1/2 Mol Merkurioxyd und i/2 Mol eines normalen Merkurisalzes erhaltenen Salzen. Merkurisalz einwirken lässt und aus dem so erhaltenen Salz die Base in Freiheit setzt.
Die auf diese Weise gewonnene Verbin dung der Konstitutionsformel <I>Beispiel:</I> 14,3 Teile N-Allyl-propylurethan, 10,8 Teile Nerkurioxyd und 15,9 Teile Merkuri acetat werden mit Wasser erwärmt. Nach er folgter Umsetzung wird die Lösung im Vaku um zur Trockne eingedampft. Das so er haltene, rasch erstarrende Öl kann aus Essig ester umkristallisiert werden und bildet dann feine Nädelchen vom F.<B>81-82,</B> die in Wasser leicht löslich sind.
Zur Herstellung der freien Base wird das so gewonnene N-Allyl-propylurethan-inerkuri- acetat mit der berechneten Menge Natron lauge versetzt und die Lösung im Vakuum eingedampft. Durch Ausziehen mit absolutem Alkohol und Verdampfen des Lösungsmittels erhält man das N-Allyl-propylurethan-merkuri- hydroxyd. An Stelle von Merkuriacetat kann auch ein anderes Merkurisalz verwendet wer den.
A method for producing a urethane series mercury compound. It has been found that a new mercury compound can be obtained by using N-allyl propyl urethane
EMI0001.0004
forms a white crystal powder that is resistant to caustic soda. The new compound forms water-soluble salts. Your acetate has the F. 81-82.
The new compound is characterized by its strong diuretic and antiseptic effect and good tolerance. It should find therapeutic use.
According to the process of the invention, the same compound is obtained, both by addition of normal and basic mercury salts, such as, for example, that of a mixture of 1 mol of mercury dioxide and 1 equivalent of an organic acid, or 1/2 mol of mercury dioxide and each i / 2 mol of a normal mercury salt obtained. Lets the mercury salt act and sets the base free from the salt thus obtained.
The compound of the constitutional formula obtained in this way <I> Example: </I> 14.3 parts of N-allyl propyl urethane, 10.8 parts of nerkurioxide and 15.9 parts of mercury acetate are heated with water. After he followed reaction, the solution is evaporated to dryness in vacuo. The quickly solidifying oil obtained in this way can be recrystallized from ethyl acetate and then forms fine needles of F. <B> 81-82 </B> which are easily soluble in water.
To prepare the free base, the N-allyl-propyl urethane-inerkuri- acetate obtained in this way is mixed with the calculated amount of sodium hydroxide solution and the solution is evaporated in vacuo. Extraction with absolute alcohol and evaporation of the solvent gives the N-allyl propyl urethane mercury hydroxide. Instead of mercury acetate, another mercury salt can also be used.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH193834T | 1934-11-03 | ||
| CH188440T | 1935-09-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH193834A true CH193834A (en) | 1937-10-31 |
Family
ID=25721639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH193834D CH193834A (en) | 1934-11-03 | 1934-11-03 | Method for producing a urethane series mercury compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH193834A (en) |
-
1934
- 1934-11-03 CH CH193834D patent/CH193834A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH193834A (en) | Method for producing a urethane series mercury compound. | |
| CH193835A (en) | Method for producing a urethane series mercury compound. | |
| CH188440A (en) | Method for producing a urethane series mercury compound. | |
| CH149007A (en) | Process for the preparation of a halogen-containing basic ether. | |
| AT135343B (en) | Process for the preparation of water-soluble metal complex compounds. | |
| AT154902B (en) | Process for the preparation of water-soluble organic mercury compounds. | |
| AT137670B (en) | Process for the representation of organic mercury bonds. | |
| AT117475B (en) | Process for the preparation of substitution products of ß-iodopyridine. | |
| CH205160A (en) | Method for producing a capillary-active connection. | |
| CH183121A (en) | Process for the preparation of a heterocyclic mercury compound. | |
| AT147483B (en) | Process for the preparation of compounds of methyl N-methyltetrahydronicotinate. | |
| DE591677C (en) | Process for the production of basic esters of fatty acids | |
| CH195563A (en) | Process for the preparation of a theophylline derivative of a urethane series mercury compound. | |
| CH176757A (en) | Process for the preparation of a heterocyclic mercury compound. | |
| DE551145C (en) | Process for the preparation of iodomethanesulfonic acid or its salts | |
| AT35680B (en) | Process for the preparation of succinylsalicylic acid or its methyl homologues. | |
| CH263037A (en) | Process for the preparation of a new derivative of 2-oxy-5-aminobenzoic acid. | |
| DE507418C (en) | Process for the preparation of derivatives of phenoxyphenols | |
| CH121259A (en) | Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid. | |
| CH194678A (en) | Method for producing a urethane series mercury compound. | |
| CH191341A (en) | Process for the preparation of a theophylline derivative of a urethane series mercury compound. | |
| CH188235A (en) | Process for the preparation of a heterocyclic mercury compound. | |
| CH168369A (en) | Process for the preparation of the bismuth salt of an arsenic compound. | |
| CH263801A (en) | Process for the preparation of a tertiary alkyl amine salt. | |
| CH183065A (en) | Process for the preparation of benzilic acid-2-diethylaminoethanol ester. |