CH235949A - Process for the preparation of p-amino-benzenesulfonyl-amino-pyridine-Bz-N-methylene-sulfonic acid morpholine. - Google Patents

Process for the preparation of p-amino-benzenesulfonyl-amino-pyridine-Bz-N-methylene-sulfonic acid morpholine.

Info

Publication number
CH235949A
CH235949A CH235949DA CH235949A CH 235949 A CH235949 A CH 235949A CH 235949D A CH235949D A CH 235949DA CH 235949 A CH235949 A CH 235949A
Authority
CH
Switzerland
Prior art keywords
sep
amino
benzenesulfonyl
pyridine
sulfonic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Dr. A. Wander Aktiengesellschaft
Original Assignee
Wander Ag Dr A
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 Wander Ag Dr A filed Critical Wander Ag Dr A
Publication of CH235949A publication Critical patent/CH235949A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/76—Nitrogen atoms to which a second hetero atom is attached
    • 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
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
    • 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
    • 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
    • C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

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

Description

       

  Verfahren     zur        Herstellung    von     p-amino-benzolsulfonyl-a-amino-pyridin-Bz-N-          methylensulfosaurem        3lorpholin.     
EMI0001.0006     
  
    Im <SEP> Hauptpatent <SEP> ist <SEP> ein <SEP> Verfahren <SEP> zur
<tb>  Herstellung <SEP> von <SEP> p-amino--benzolsulfonyl-a  amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N.- <SEP> m-ethylensulfosaurem
<tb>  Hegamethylentetramindurch <SEP> Umsetzung <SEP> der
<tb>  freien <SEP> Säure <SEP> mit <SEP> IlegamMhylentetramin <SEP> be  schrieben.
<tb>  



  Es <SEP> wurde <SEP> nun <SEP> gefunden, <SEP> class <SEP> man <SEP> ein
<tb>  therapeutisch <SEP> ebenso <SEP> wertvolles <SEP> Salz <SEP> erhält.
<tb>  wenn <SEP> man <SEP> p-Amino-benzo1.sulfonyl-a-amino  pyridin-Bz-N-anethylensulfosäure <SEP> auf <SEP> Mor  pholin <SEP> in <SEP> Gegenwart <SEP> eines <SEP> Alkohols <SEP> einwir  ken <SEP> lässt.
<tb>  



  <I>Beispiel:</I>
<tb>  8,71 <SEP> g <SEP> Morpholin <SEP> werden <SEP> in <SEP> <B>100</B> <SEP> cm'
<tb>  Wasser <SEP> ;gelöst <SEP> und <SEP> unter <SEP> Umrühren <SEP> 34,33 <SEP> .g
<tb>  p-Amino-benzol#suIfonyl-,a-amino-pyridin-Bz  N-methylensulfosäure <SEP> eingetragen. <SEP> Die <SEP> ent  standene <SEP> Lösung <SEP> versetzt <SEP> man <SEP> mit <SEP> 200 <SEP> ein'
<tb>  IsoTropyla@lkohol <SEP> und <SEP> lässt <SEP> zur <SEP> Kristallifa  tion, <SEP> gegebenenfalls <SEP> im <SEP> Eisschrank, <SEP> stehen.
<tb>  Die <SEP> in <SEP> Form <SEP> von <SEP> weissen <SEP> feinen <SEP> Nadel-       büscheln abgeschiedenen     Kristalle    geben  einen     Schmelzpunkt    von 173-175  unter       Zersetzung    und zeigen gute Löslichkeit in  Wasser.

   Das     p-amino-benzolsulfonyl-a-amino-          pyridin-Bz-N-m-ethylens\ulfosaure        Morpholin     soll     therapeutisch,        insbesondere    für     Injek-          tionslösungen,    Verwendung finden.



  Process for the preparation of p-amino-benzenesulfonyl-a-aminopyridine-Bz-N-methylensulfosaurem 3lorpholine.
EMI0001.0006
  
    In the <SEP> main patent <SEP> <SEP> is a <SEP> method <SEP> for
<tb> Production <SEP> of <SEP> p-amino - benzenesulfonyl-a amino <SEP> - <SEP> pyridine <SEP> - <SEP> Bz <SEP> - <SEP> N.- <SEP> m -ethylenesulfonic acid
<tb> Hegamethylenetetramine by <SEP> implementation <SEP> der
<tb> free <SEP> acid <SEP> with <SEP> IlegamMhylenetetramine <SEP> described.
<tb>



  <SEP> has now been found <SEP>, <SEP> class <SEP> man <SEP>
<tb> therapeutically <SEP> also <SEP> contains valuable <SEP> salt <SEP>.
<tb> if <SEP> one <SEP> p-Amino-benzo1.sulfonyl-a-amino pyridine-Bz-N-anethylene sulfonic acid <SEP> on <SEP> Morpholine <SEP> in <SEP> presence <SEP> one <SEP> Alcohol <SEP> has an effect <SEP>.
<tb>



  <I> Example: </I>
<tb> 8.71 <SEP> g <SEP> Morpholine <SEP> become <SEP> in <SEP> <B> 100 </B> <SEP> cm '
<tb> water <SEP>; dissolved <SEP> and <SEP> under <SEP> stirring <SEP> 34,33 <SEP> .g
<tb> p-Amino-benzene # sulfonyl-, a-Amino-pyridine-Bz N-methylene sulfonic acid <SEP> entered. <SEP> The <SEP> resulting <SEP> solution <SEP> is set to <SEP>, <SEP> with <SEP> 200 <SEP> '
<tb> IsoTropyla @ alcohol <SEP> and <SEP> leaves <SEP> for <SEP> crystallization, <SEP> if necessary <SEP> in the <SEP> refrigerator, <SEP>.
<tb> The <SEP> crystals deposited in <SEP> form <SEP> of <SEP> white <SEP> fine <SEP> tufts of needles give a melting point of 173-175 with decomposition and show good solubility in water.

   The p-amino-benzenesulfonyl-a-aminopyridine-Bz-N-m-ethylene \ ulfo acid morpholine is intended to be used therapeutically, especially for injection solutions.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von p:-amino- benzolsulfonyl - a - amino - pyridin - Bz - N - methylensulfosaurem Morpholin, dadurch ge- kennzeichnet, PATENT CLAIM: Process for the production of p: -amino- benzenesulfonyl - a - amino - pyridine - Bz - N - methylensulfonic acid morpholine, characterized in that da3 man p-Amino-benzol- sulfonyl - a - amino - pyridin - Bz - N-methylen- sulfosäure in Gegenwart eines Alkohols auf Morpholin. einwirken lässt- Das neue Produkt bildet feine weisse Nadeln, die bei 173-175 unter Zersetzung schmelzen und in Wasser gut löslich sind. that p-amino-benzenesulfonyl-a-amino-pyridine-Bz-N-methylene-sulfonic acid in the presence of an alcohol on morpholine. The new product forms fine white needles which melt at 173-175 with decomposition and are readily soluble in water.
CH235949D 1942-05-02 1942-05-02 Process for the preparation of p-amino-benzenesulfonyl-amino-pyridine-Bz-N-methylene-sulfonic acid morpholine. CH235949A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH235949T 1942-05-02
CH228551T 1943-04-06

Publications (1)

Publication Number Publication Date
CH235949A true CH235949A (en) 1945-05-16

Family

ID=25727228

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235949D CH235949A (en) 1942-05-02 1942-05-02 Process for the preparation of p-amino-benzenesulfonyl-amino-pyridine-Bz-N-methylene-sulfonic acid morpholine.

Country Status (1)

Country Link
CH (1) CH235949A (en)

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