DE907896C - Process for the preparation of the dioxane salt of monothiophosphoric acid - Google Patents

Process for the preparation of the dioxane salt of monothiophosphoric acid

Info

Publication number
DE907896C
DE907896C DEK15823A DEK0015823A DE907896C DE 907896 C DE907896 C DE 907896C DE K15823 A DEK15823 A DE K15823A DE K0015823 A DEK0015823 A DE K0015823A DE 907896 C DE907896 C DE 907896C
Authority
DE
Germany
Prior art keywords
dioxane
salt
monothiophosphoric acid
preparation
acid
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
Application number
DEK15823A
Other languages
German (de)
Inventor
Dr Phil Habil Robert Klement
Dipl-Chem Otto Koch
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DR PHIL HABIL ROBERT KLEMENT
Original Assignee
DR PHIL HABIL ROBERT KLEMENT
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by DR PHIL HABIL ROBERT KLEMENT filed Critical DR PHIL HABIL ROBERT KLEMENT
Priority to DEK15823A priority Critical patent/DE907896C/en
Application granted granted Critical
Publication of DE907896C publication Critical patent/DE907896C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D319/00Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/101,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/121,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

Verfahren zur Herstellung des Dioxansalzes der Monothiophosphorsäure Salze der Monothiophosphorsäure H3 P 03S mit verschiedenen Metallen sind seit langem bekannt. Die Herstellung der freien Säure, die in wäßriger Lösung ziemlich schnell zerfällt, ist ebenfalls möglich (R. K1ement,Z.anorg. allgem. Chem. 253,237[19q.71), erfordert aber mehrere Arbeitsgänge. Da das Natriumsalz Na, P 0, S leicht aus Phosphorthiochlorid P S Cl, und Natronlauge zugänglich ist, die freie Säure also analog aus Phosphorthiochlorid und Wasser entstehen sollte, so könnte theoretisch dieser Weg leicht zum Ziele führen. Da nun aber Phosphorthiochlorid nur äußerst langsam mit Wasser reagiert und die etwa entstehende Monothiophosphorsäure in diesem Medium sehr leicht zerfällt, ist dieser Weg nicht gangbar.Process for the preparation of the dioxane salt of monothiophosphoric acid Salts of monothiophosphoric acid H3 P 03S with various metals have been known for a long time. The production of the free acid, which decomposes fairly quickly in aqueous solution, is also possible (R. K1ement, Z.anorg. General Chem. 253,237 [19q.71), but requires several operations. Since the sodium salt Na, P 0, S is easily accessible from phosphorothiochloride PS Cl and sodium hydroxide solution, i.e. the free acid should be formed analogously from phosphorothiochloride and water, theoretically this route could easily lead to the goal. However, since phosphorothiochloride only reacts extremely slowly with water and the monothiophosphoric acid that may be formed decomposes very easily in this medium, this approach is not feasible.

Verwendet man aber ein Medium, in dem die beiden Reaktionspartner Phosphorthiochlorid und Wasser löslich sind, so daß eine innige Vermischung möglich ist, dann kann sich die Reaktion vollziehen und die gebildete Monothiophosphorsäure bei Wahl des am besten geeigneten Lösungsmittels erhalten bleiben. Als solches Lösungsmittel ist reines Dioxan als brauchbar gefunden worden. Die Umsetzung stöchiometrischer Mengen von Phosphorthiochlorid und Wasser in einer Lösung von Dioxan führt zur Monothiophosphorsäure, die mit dem Lösungsmittel ein Oxoniumsalz von der Formel (C,H802)2[H2(HZP03S)z] bildet und dadurch stabilisiert wird.But if you use a medium in which the two reactants Phosphorothiochloride and water are soluble, so that intimate mixing is possible then the reaction can take place and the monothiophosphoric acid formed retained if the most suitable solvent is chosen. As such a solvent pure dioxane has been found useful. Implementation stoichiometric Amounts of phosphorothiochloride and water in a solution of dioxane leads to monothiophosphoric acid, which with the solvent an oxonium salt of the formula (C, H802) 2 [H2 (HZP03S) z] forms and is thereby stabilized.

Die farblose kristallisierte Verbindung zerfällt in Wasser in die Komponenten, die wäßrige Lösung reagiert also sauer und läßt sich alkalimetrisch titrieren. Die in wäßriger Lösung durch Zerfall des Dioxansalzes auftretende freie Monothiophosphorsäure zerfällt ihrerseits in bekannter Weise weiter in Orthophosphorsäure und Schwefelwasserstoff. Auch das feste Salz riecht an feuchter Luft nach Schwefelwasserstoff. Auch im Vakuum tritt langsamer Zerfall unter Abspaltung von Schwefelwasserstoff ein.The colorless crystallized compound breaks down in water into the Components, the aqueous solution reacts acidic and can be alkalimetrically titrate. The free, which occurs in aqueous solution as a result of the decomposition of the dioxane salt Monothiophosphoric acid in turn breaks down further in a known manner into orthophosphoric acid and hydrogen sulfide. The solid salt also smells on damp Air for hydrogen sulfide. Even in a vacuum, slow decomposition occurs with splitting off of hydrogen sulfide.

Das Dioxansalz soll zur Einführung des Restes der Monothiophosphorsäure in organische Verbindungen dienen.The dioxane salt is said to introduce the remainder of the monothiophosphoric acid serve in organic compounds.

Beispiel 31 g Phosphorthiochlorid werden in 5o ccm Dioxan gelöst. Zu der in Eis abgekühlten Lösung wird unter L; mschütteln eine Lösung von 9,9 g Wasser in 30 ccm Dioxan aus einem Tropftrichter langsam zugetropft. Der Tropftrichter wird mit 1o ccm Dioxan ausgespült, die zu der Mischung zugefügt werden. Durch gute Kühlung muß für die Abführung der beträchtlichen Reaktionswärme gesorgt werden. Die Mischung wird dann 48 Stunden bei o° aufbewahrt. Hierbei ist das Reaktionsgefäß mit einem P20 Rohr versehen, durch das der bei der Reaktion entstehende Chlorwasserstoff entweichen kann. Dann wird das Dioxan im Hochvakuum abdestilliert. Es hinterbleibt ein kristallisiertes, farbloses Produkt, das noch Chlorwasserstoff enthält. Zu dessen Entfernung löst man das Produkt mehrmals in frischem Dioxan, das man wieder im Hochvakuum abdestilliert. Bei allen diesen Operationen ist die Temperatur bei o° zu halten. Danach wird das Produkt unter Luftabschluß auf eine Glasfilternutsche gebracht und noch zweimal unter Schütteln mit Dioxan behandelt und abgesaugt. Das Salz hat dann einen Reinheitsgrad von etwa go °;o. Durch Umkristallisieren aus Dioxan kann es noch weiter gereinigt werden.Example 31 g of phosphorothiochloride are dissolved in 50 cc of dioxane. To the solution cooled in ice is added under L; A solution of 9.9 g of water in 30 ccm of dioxane is slowly added dropwise from a dropping funnel. The dropping funnel is rinsed with 10 cc of dioxane, which is added to the mixture. Good cooling must ensure that the considerable heat of reaction is dissipated. The mixture is then kept at 0 ° for 48 hours. The reaction vessel is fitted with a P20 tube through which the hydrogen chloride produced during the reaction can escape. The dioxane is then distilled off in a high vacuum. A crystallized, colorless product remains which still contains hydrogen chloride. To remove it, the product is dissolved several times in fresh dioxane, which is again distilled off in a high vacuum. During all these operations the temperature must be kept at 0 °. The product is then placed on a glass suction filter with the exclusion of air and treated twice with dioxane while shaking and filtered off with suction. The salt then has a degree of purity of about go °; o. It can be further purified by recrystallization from dioxane.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung des Dioxansalzes der Monothiophosphorsäure, dadurch gekennzeichnet, daß eine Lösung von Phosphorthiochlorid in Dioxan mit einer Lösung von Wasser in Dioxan unter Kühlung vermischt und das überschüssige Dioxan abdestilliert wird.PATENT CLAIM: Process for the production of the dioxane salt of monothiophosphoric acid, characterized in that a solution of phosphorothiochloride in dioxane with a Solution of water in dioxane mixed with cooling and the excess dioxane is distilled off.
DEK15823A 1952-10-17 1952-10-17 Process for the preparation of the dioxane salt of monothiophosphoric acid Expired DE907896C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEK15823A DE907896C (en) 1952-10-17 1952-10-17 Process for the preparation of the dioxane salt of monothiophosphoric acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEK15823A DE907896C (en) 1952-10-17 1952-10-17 Process for the preparation of the dioxane salt of monothiophosphoric acid

Publications (1)

Publication Number Publication Date
DE907896C true DE907896C (en) 1954-03-29

Family

ID=7214699

Family Applications (1)

Application Number Title Priority Date Filing Date
DEK15823A Expired DE907896C (en) 1952-10-17 1952-10-17 Process for the preparation of the dioxane salt of monothiophosphoric acid

Country Status (1)

Country Link
DE (1) DE907896C (en)

Similar Documents

Publication Publication Date Title
DE1197453B (en) Process for the production of organometallic compounds
DE2239817A1 (en) Bis-perfluoroalkane sulphonic acid imides - useful as catalysts and tensi-des, prepd eg from N-trimethyl-silyl-perfluoroalkane sulphonamide
DE907896C (en) Process for the preparation of the dioxane salt of monothiophosphoric acid
DE2924231C2 (en) Process for the preparation of the sodium salt of 2-mercaptopropionylglycine
DE1770855C3 (en) Process for the preparation of N-trialkylsilyl-6-aminopenicillanic acid trialkylsilyl esters. Eliminated from: 1420981
DE2709122C2 (en)
US2820799A (en) Processes for preparing lipoyl chloride
DE1931097C3 (en) Process for the preparation of 6-Isocyana to penicillanic acid derivatives
DE951211C (en) Process for the preparation of addition compounds of hydrogen peroxide with cyclohexylamine
DE726385C (en) Process for the production of d-lysergic acid-1, 3-dioxytrimethylene amide- (2)
DE2024805C3 (en) Process for the preparation of 2-amino-3-chloropyrazine
DE877614C (en) Process for the production of clusters of p-aminosalicylic acid
DE937645C (en) Process for the production of sulfamic acid chloride
DE940348C (en) Process for the production of high percentage potassium perborate
AT233573B (en) Process for the preparation of 4-azaphenthiazine derivatives
DE1039070B (en) Process for the preparation of dialkyl-thionophosphoric acid esters of 4-oxyphenylsulfonamides
DE2125143C3 (en) N-chlorosulfonyl-carbamoylphosphonic acid esters and processes for their preparation
DE1121607B (en) Process for the production of impure and pure bis (tetrachloroethyl) disulfide
DE955510C (en) Process for the preparation of a heterocyclic quinone
SU374326A1 (en) ^ ALL-UNIONATTEL;: e.and? Crag1IV7-'ill '* ^ "" - I'lD / Ti
DE1041967B (en) Process for the isolation of calcium pantothenate
DE1056602B (en) Process for the preparation of mercaptoalkane sulfonates
DE1121060B (en) Process for the preparation of N-alkyl-amidosulfonyl chlorides
DE3814213A1 (en) Quinoquinolines and their preparation
DE1020640B (en) Process for the preparation of phosphorus-containing heterocyclic compounds