DE423378C - Process for the preparation of derivatives of nuclear mercured phenols - Google Patents
Process for the preparation of derivatives of nuclear mercured phenolsInfo
- Publication number
- DE423378C DE423378C DES53583D DES0053583D DE423378C DE 423378 C DE423378 C DE 423378C DE S53583 D DES53583 D DE S53583D DE S0053583 D DES0053583 D DE S0053583D DE 423378 C DE423378 C DE 423378C
- Authority
- DE
- Germany
- Prior art keywords
- phenols
- mercured
- nuclear
- derivatives
- preparation
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000002989 phenols Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000000243 solution Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 150000001447 alkali salts Chemical class 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 229940100892 mercury compound Drugs 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 150000002731 mercury compounds Chemical class 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- MTAGIWZLHXMRFR-UHFFFAOYSA-M [Hg]O Chemical class [Hg]O MTAGIWZLHXMRFR-UHFFFAOYSA-M 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- AFIVPFUXGKTBCE-UHFFFAOYSA-N mercury oxalonitrile Chemical compound [Hg].N#CC#N AFIVPFUXGKTBCE-UHFFFAOYSA-N 0.000 description 1
- 229910000474 mercury oxide Inorganic materials 0.000 description 1
- UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(ii) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 description 1
- -1 mercury-o-cresol sulfate Chemical compound 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 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
- C07F3/12—Aromatic substances containing mercury
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von Derivaten kernmercurierter Phenole. Komplexe Quecksilberverbindungen der aromatischen Reihe, u. a. auch von Phenolen, sind in großer Anzahl, besonders von D im -r o t h (vgl. z. B. Ber. der Dtsch. Chem. Ges., Bd. 35 [igo2], S. 2853) dargestellt worden. Es sind dieses meist schwer lösliche, salzartige Verbindungen, aus denen das Quecksilber durch Alkalien nicht fällbar ist.Process for the preparation of derivatives of nuclear mercured phenols. Complex mercury compounds of the aromatic series, including also of phenols, are in large numbers, especially from D im -r o t h (cf. e.g. Ber. der Dtsch. Chem. Ges., Vol. 35 [igo2], p. 2853). These are mostly difficult to dissolve, salt-like compounds from which the mercury cannot be precipitated by alkalis is.
Es wurde nun gefunden, daß diese schwer löslichen Salze der mercurierten Phenole, wie die Halogenide, Sulfate oder Nitrate der allgemeinen Formel: durch Kochen mit Cyanalkalien in ebenfalls in Wasser schwer lösliche, jedoch sehr wirksame und beständige Verbindungen übergeführt werden. Diese Quecksilberverbindungen der Zusammensetzung von denen Vertreter bis. jetzt nicht bekannt waren, enthalten das Quecksilber in nicht ionisierter Form, sie sind gewissermaßen doppelt komplex, im Gegensatz zu den bisher bekannten Verbindungen. Beim Behandeln mit Alkalien spalten sie kein Quecksilber ab und werden durch Kochsalzlösung nicht gefällt. Sie bilden mit Alkalihydroxyden außerordentlich leicht in Wasser lösliche Salze der allgemeinen Formel: deren Lösungen sich ohne Veränderung eindampfen lassen. Diese Eigenschaft der Alkalisalze, die für ihre technische Verwertbarkeit von großer Bedeutung ist, war nicht vorauszusehen, da die bisher bekannten Salze mercurierter Phenole, wie .die Halogenide oder Sulfate, in verdünnter alkalischer Lösung nicht beständig sind, sondern in die Alkalisalze der Oxyarylquecksilberhydroxyde gespalten werden (vgl. Ber. der Dtsch. Chem. Ges., Bd. 35 [19o2]), S.2854/55) Beispiel. 3 kg Quecksilberoxyd werden in io 1 Wasser unter Zusatz von Schwefelsäure gelöst und in diese Lösung i,5 kg o-Kresol unter lebhaftem Umrühren und Erwärmen reingetragen. Dabei scheidet sich nach kurzer Zeit ein Niederschlag von Mercuri-o-kresolsulfat aus. Der Niederschlag wird abgenutscht und möglichst noch feucht mit einer Lösung von o,8 kg Cyannatrium und 51 Wasser bis zur völligen Lösung gekocht; das sich aus der Lösung ausscheidende Natriumsulfat wird entfernt und die Lösung im Vakuum eingedampft. Beim Abkühlen der konzentrierten Lösung scheidet sich die Quecksilbercyanverbindung aus, welche in geeigneter Weise abgetrennt wird.It has now been found that these sparingly soluble salts of the mercured phenols, such as the halides, sulfates or nitrates of the general formula: by boiling with cyanide can be converted into compounds which are also sparingly soluble in water, but very effective and stable. These mercury compounds of the composition of which representatives up. were not known now, contain the mercury in non-ionized form, they are, so to speak, doubly complex, in contrast to the previously known compounds. When treated with alkalis, they do not split off mercury and are not precipitated by saline solution. With alkali hydroxides they form salts of the general formula that are extremely easily soluble in water: whose solutions can be evaporated without change. This property of the alkali salts, which is of great importance for their technical usability, could not be foreseen, since the previously known salts of mercurated phenols, such as the halides or sulfates, are not stable in dilute alkaline solution, but rather in the alkali salts of the oxyaryl mercury hydroxides are split (cf. Ber. der Dtsch. Chem. Ges., Vol. 35 [19o2]), p. 2854/55) Example. 3 kg of mercury oxide are dissolved in 10 l of water with the addition of sulfuric acid and 1.5 kg of o-cresol are introduced into this solution with vigorous stirring and heating. A precipitate of mercury-o-cresol sulfate separates out after a short time. The precipitate is filtered off with suction and, if possible, while still moist, boiled with a solution of 0.8 kg of cyan sodium and water until it is completely dissolved; the sodium sulfate which separates out of the solution is removed and the solution is evaporated in vacuo. When the concentrated solution cools, the cyanogen mercury compound precipitates and is separated off in a suitable manner.
Die neuen Verbindungen finden insbesondere in Form ihrer leicht wasserlöslichen Alkalisalze zu technischen und therapeutischen Zwecken Verwendung.The new compounds are found particularly in the form of their readily water-soluble Alkali salts for technical and therapeutic purposes use.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DES53583D DE423378C (en) | 1920-07-03 | 1920-07-03 | Process for the preparation of derivatives of nuclear mercured phenols |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DES53583D DE423378C (en) | 1920-07-03 | 1920-07-03 | Process for the preparation of derivatives of nuclear mercured phenols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE423378C true DE423378C (en) | 1927-03-29 |
Family
ID=7489332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DES53583D Expired DE423378C (en) | 1920-07-03 | 1920-07-03 | Process for the preparation of derivatives of nuclear mercured phenols |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE423378C (en) |
-
1920
- 1920-07-03 DE DES53583D patent/DE423378C/en not_active Expired
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