CH235947A - Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Ephedrin. - Google Patents

Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Ephedrin.

Info

Publication number
CH235947A
CH235947A CH235947DA CH235947A CH 235947 A CH235947 A CH 235947A CH 235947D A CH235947D A CH 235947DA CH 235947 A CH235947 A CH 235947A
Authority
CH
Switzerland
Prior art keywords
sep
amino
ephedrine
pyridine
benzenesulfonyl
Prior art date
Application number
Other languages
English (en)
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 CH235947A publication Critical patent/CH235947A/de

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)
  • Pyridine Compounds (AREA)

Description


  Verfahren zur Herstellung von     p-amino-benzolsulfonyl-a-amino-pyridin-Bz-N-          methylensulfosaurem        Ephedrin.    -  
EMI0001.0004     
  
    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> methylensulfosaurem
<tb>  Hexamethylentetramindurch <SEP> Umsetzung <SEP> der
<tb>  freien <SEP> Säure <SEP> mit <SEP> Hexamethylentetramin <SEP> be  schrieben.
<tb>  



  Es <SEP> wurde <SEP> nun <SEP> gefunden, <SEP> dass, <SEP> man <SEP> thera  peutisch <SEP> ebenso <SEP> wertvolle <SEP> Salze <SEP> der <SEP> genann  ten; <SEP> Säure <SEP> erhält, <SEP> wenn <SEP> man <SEP> diese <SEP> Säure <SEP> mit
<tb>  einem <SEP> sympathominetis@chen <SEP> Amin <SEP> umsetzt.
<tb>  



  Gegenstand <SEP> des <SEP> vorliegenden <SEP> Patentes <SEP> ist
<tb>  ein; <SEP> Verfahren <SEP> zur <SEP> Herstellung <SEP> von <SEP> p-amino  benzalsulfonyl <SEP> - <SEP> a <SEP> - <SEP> amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N <SEP>   methyliensulfosaurem <SEP> Ephedrin, <SEP> welches <SEP> da  durch <SEP> gekennzeichnet <SEP> ist, <SEP> dass <SEP> man <SEP> p=Amino,  benzolsulfonyl <SEP> - <SEP> a <SEP> - <SEP> amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N <SEP>   methylensulfosäure <SEP> in <SEP> Gegenwart <SEP> eines <SEP> mit
<tb>  Wasser <SEP> mischbaren <SEP> Alkohols <SEP> mit <SEP> Ephedrin
<tb>  umsetzt.
<tb>  



  <I>Beispiel:</I>
<tb>  Ein <SEP> Gemisch <SEP> von <SEP> 34,3 <SEP> ,g <SEP> p-Amino-benzol  su1fo@nyZ.-:rc@:amino@-pyridin-,Bzi-N--methylen  sul!fosfäure <SEP> und <SEP> 16,5g <SEP> Ephedrin <SEP> wurden <SEP> in
<tb>  100 <SEP> cm' <SEP> Wasser <SEP> gelöst <SEP> und <SEP> 650 <SEP> cm! <SEP> eines     
EMI0001.0005     
  
    Alkohols, <SEP> beispielsweise <SEP> Äthanol, <SEP> versetzt
<tb>  und <SEP> .der <SEP> Kristallisation <SEP> überlassen. <SEP> Die <SEP> feinen
<tb>  weissen <SEP> Nädelchen <SEP> schmelzen <SEP> bei <SEP> 134  <SEP> C
<tb>  unter. <SEP> Zersetzung. <SEP> Das <SEP> p <SEP> - <SEP> amino <SEP> - <SEP> benzo@l <SEP>   sufonyf-a-,amino-,pyridin <SEP> -,Bz-N-methylen  sulfosaure <SEP> Ephedrin <SEP> -Ist <SEP> in <SEP> Wasser <SEP> .sehr <SEP> leicht
<tb>  löslich.

   <SEP> Seine <SEP> therapeutischen <SEP> Verwendungs  möglichkeiten <SEP> liegen <SEP> speziell <SEP> auf <SEP> dem <SEP> Gebiet
<tb>  der <SEP> Rhinologie.

Claims (1)

  1. PATENTANSPRUCH: EMI0001.0006 Verfahren <SEP> zur <SEP> Herstellung <SEP> von <SEP> p=amino, benzoasulfonyl <SEP> - <SEP> a <SEP> - <SEP> amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N methylenssulfo@saurem <SEP> Ephedrin,dadurch <SEP> ge kennzeichnet, <SEP> dass <SEP> man <SEP> p <SEP> - <SEP> Amino <SEP> -benzol sulfonyl- <SEP> a <SEP> -aminü-pyridin <SEP> -Bz-N-methylen sulffosäutre <SEP> in <SEP> Gegenwart <SEP> eines <SEP> mit <SEP> Wasser <tb> mischbaren <SEP> Alkohols <SEP> mit <SEP> Ephedrin <SEP> umsetzt. <tb> Das <SEP> neue <SEP> Produkt <SEP> bildet <SEP> feine <SEP> weisse <tb> Nädelchen, <SEP> die <SEP> bei <SEP> 134 <SEP> C <SEP> unter <SEP> Zersetzung <tb> schmelzen. <SEP> Es <SEP> ist <SEP> in, <SEP> Wasser <SEP> sehr <SEP> leicht <SEP> löslich.
CH235947D 1942-05-02 1942-05-02 Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Ephedrin. CH235947A (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH235947T 1942-05-02
CH228551T 1943-04-06

Publications (1)

Publication Number Publication Date
CH235947A true CH235947A (de) 1944-12-31

Family

ID=25727226

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235947D CH235947A (de) 1942-05-02 1942-05-02 Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Ephedrin.

Country Status (1)

Country Link
CH (1) CH235947A (de)

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