CH231835A - Process for the preparation of the diaethanolamine salt of 4-aminobenzenesulfonacetamide. - Google Patents

Process for the preparation of the diaethanolamine salt of 4-aminobenzenesulfonacetamide.

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Publication number
CH231835A
CH231835A CH231835DA CH231835A CH 231835 A CH231835 A CH 231835A CH 231835D A CH231835D A CH 231835DA CH 231835 A CH231835 A CH 231835A
Authority
CH
Switzerland
Prior art keywords
aminobenzenesulfonacetamide
salt
diaethanolamine
preparation
compounds
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Schering
Original Assignee
Ag Schering
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 Ag Schering filed Critical Ag Schering
Publication of CH231835A publication Critical patent/CH231835A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
    • C07D231/48—Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Description

  

  Verfahren zur Herstellung des Diaethanolaminsalzes des 4-Aminobenzolsulfonacetamids.    Es wurde .gefunden, dass man durch Um  setzung von an der Sulfonamidgruppe     acy-          lierten    Verbindungen mit Metalloxyden.  -hydroxyden oder -karbonaten oder derglei  chen die     entsprechenden    Metallverbindungen  erhalten kann. So ist es leicht; die Alkaliver  bindungen durch Behandlung dieser Verbin  dungen mit der berechneten Menge Alkali  hydroxydlösung oder Natriumkarbonat her  zustellen und, wenn nötig, die Alkalisalze  auszusalzen oder durch Zusatz wassermisch  barer organischer Lösungsmittel auszufällen.       Selbstverständlich    kann man die Salze aus  ihren Lösungen auch durch einfaches Ein  dampfen zur Trockne isolieren.  



  Es ist auch möglich, andere Metallverbin  dungen, wie die Erdalkali=, Gold-, Kupfer-,       Quecksilber-,    Silber-, Aluminium-, Magne  sium- und dergleichen Verbindungen, herzu  stellen, die ebenfalls praktische Bedeutung  besitzen. Zur     Herstellung    dieser Salze eignet  sich     insbesondere    die bekannte Methode der  doppelten Umsetzung,     gemäss    welcher zum    Beispiel .die Erdalkalimetallsalze der     acylier-          ten    Sulfonamide mit löslichen. Schwermetall  sulfaten umgesetzt werden. Hierbei fallen die  schwerlöslichen Erdalkalisulfate aus, wäh  rend das lösliche Schwermetallsalz .des     acy-          lierten    .Sulfonamids in.

   Lösung bleibt und aus  dieser     isoliert    werden kann. Zur Salzbildung  kann man auch organische Basen, wie zum  Beispiel Alkylamine, Alkanolamine, wie  Äthanolamine, Pyridin, Anilin, l;     Phenyl-          2    . 3- dimethyl-4-dimethylamino-5-pyrazolon,  Chinin und andere, verwenden.  



       Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung des     Diäthanol-          aminsalzes    des 4 -     Aminobenzolsulfonacet-          amids,    dass dadurch gekennzeichnet ist, dass  man 4-Aminobenzolsulfonacetamid mit einem  das     Diäthanolaminsalz    bildenden Mittel um  setzt.  



  Die neue     Verbindung    soll als     Arzneimittel     sowie als Zwischenprodukt zur Herstellung  von     Arzneimitteln    und andern     technisch          wertvollen    Produkten Verwendung finden.      <I>Beispiel.:</I>  21,4 g 4-Aminobenzolsulfonacetamid wer  den mittels 10,5 g Diäthanolamin in 100 ein'  Wasser gelöst. Der nach dem Eindampfen  zur Trockne verbleibende. Rückstand wird  aus verdünntem Alkohol umkristallisiert. Das  Salz schmilzt unscharf bei l55  C.



  Process for the preparation of the diaethanolamine salt of 4-aminobenzenesulfonacetamide. It was found that the reaction of compounds acylated on the sulfonamide group with metal oxides. hydroxides or carbonates or similar surfaces can obtain the corresponding metal compounds. It is easy that way; Prepare the alkali compounds by treating these compounds with the calculated amount of alkali hydroxide solution or sodium carbonate and, if necessary, salt out the alkali salts or precipitate them by adding water-miscible organic solvents. Of course, the salts can also be isolated from their solutions by simply evaporating to dryness.



  It is also possible to use other metal compounds, such as alkaline earth metal =, gold, copper, mercury, silver, aluminum, magnesium and the like compounds, which are also of practical importance. The known method of double conversion is particularly suitable for preparing these salts, according to which, for example, the alkaline earth metal salts of the acylated sulfonamides with soluble ones. Heavy metal sulfates are implemented. The sparingly soluble alkaline earth metal sulfates precipitate, while the soluble heavy metal salt .des acy- lated .sulfonamide in.

   Solution remains and can be isolated from this. Organic bases such as alkylamines, alkanolamines such as ethanolamines, pyridine, aniline, l; Phenyl- 2. 3-dimethyl-4-dimethylamino-5-pyrazolone, quinine, and others.



       The subject of the present patent is a process for the production of the diethanolamine salt of 4-aminobenzenesulfonacetamide, characterized in that 4-aminobenzenesulfonacetamide is reacted with an agent which forms the diethanolamine salt.



  The new compound is intended to be used as a drug and as an intermediate in the manufacture of drugs and other technically valuable products. <I> Example .: </I> 21.4 g of 4-aminobenzenesulfonacetamide are dissolved in 100% water using 10.5 g of diethanolamine. The one remaining to dryness after evaporation. The residue is recrystallized from dilute alcohol. The salt melts out of focus at 155 C.

Claims (1)

PATENTANSPRUCE: Verfahren zur Herstellung des Natrium salzes des 4-Aminobenzolsulfonacetamids, dadurch gekennzeichnet, dass man 4-Amino- benzolsulfonacetamid mit einem das Diätha- nolaminsalz bildenden Mittel umsetzt. Die neue Verbindung schmilzt bei 257 . PATENT CLAIM: Process for the production of the sodium salt of 4-aminobenzenesulfonacetamide, characterized in that 4-aminobenzenesulfonacetamide is reacted with an agent which forms the diethanolamine salt. The new compound melts at 257.
CH231835D 1938-02-02 1939-01-19 Process for the preparation of the diaethanolamine salt of 4-aminobenzenesulfonacetamide. CH231835A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE231835X 1938-02-02
CH220209T 1939-01-19

Publications (1)

Publication Number Publication Date
CH231835A true CH231835A (en) 1944-04-15

Family

ID=25726406

Family Applications (1)

Application Number Title Priority Date Filing Date
CH231835D CH231835A (en) 1938-02-02 1939-01-19 Process for the preparation of the diaethanolamine salt of 4-aminobenzenesulfonacetamide.

Country Status (1)

Country Link
CH (1) CH231835A (en)

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