CH235950A - Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Nicotinsäureamid. - Google Patents

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

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Publication number
CH235950A
CH235950A CH235950DA CH235950A CH 235950 A CH235950 A CH 235950A CH 235950D A CH235950D A CH 235950DA CH 235950 A CH235950 A CH 235950A
Authority
CH
Switzerland
Prior art keywords
sep
amino
pyridine
acid amide
nicotinic acid
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 CH235950A publication Critical patent/CH235950A/de

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/72Nitrogen atoms
    • C07D213/76Nitrogen atoms to which a second hetero atom is attached
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides 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
    • C07C311/30Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37Sulfonamides, 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • C07D231/44Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/46Oxygen atom in position 3 or 5 and nitrogen atom in position 4
    • C07D231/48Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/02Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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)
  • Plural Heterocyclic Compounds (AREA)

Description


  Verfahren     zier    Herstellung von     p-amino-benzolsalfonyl-a-amino-pyridin-Bz-N-          methylettsttlfosaurem        Nieotinsäureamid.     
EMI0001.0005     
  
    Im <SEP> Hauptpatent <SEP> ist <SEP> ein <SEP> Verfahren <SEP> zur
<tb>  Herstellung <SEP> von <SEP> p-amino=benzo:lsulfonyl-a  amino <SEP> - <SEP> p:yridin <SEP> - <SEP> Bz <SEP> - <SEP> N <SEP> - <SEP> methylensulfosaurem
<tb>  Hegamethydentetramin <SEP> durch <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> erhält, <SEP> wenn
<tb>  man <SEP> die <SEP> genannte <SEP> Säure <SEP> mit <SEP> einem <SEP> Säure  amid <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  benzolsv,lfonyl <SEP> - <SEP> a <SEP> - <SEP> amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N  methyl & u;l.fosaurem <SEP> Nieotinsäureamid, <SEP> wel  ches <SEP> d!adurch <SEP> gekennzeichnet <SEP> ist, <SEP> dass <SEP> man:
<tb>  p-Amino-benzolenlfonyl <SEP> -a-amino-pyridin-B:z  N-rmethyiensufosäure <SEP> in <SEP> Gegenwart <SEP> eines
<tb>  Alkohols <SEP> auf <SEP> Nicotins#äureami:d <SEP> einwirken
<tb>  lässt.
<tb>  



  <I>Beispiel:</I>
<tb>  61 <SEP> g <SEP> Nicotinsäureamid <SEP> werden <SEP> in <SEP> einem
<tb>  Gemisch <SEP> von <SEP> 1500 <SEP> em3 <SEP> Wasser <SEP> und <SEP> 500 <SEP> em3
<tb>  Alkohol, <SEP> beispielsweise <SEP> Isopropylalkohol, <SEP> ge  löst <SEP> und <SEP> unter <SEP> Umrühren <SEP> hei <SEP> zirka <SEP> <B>50'C</B>     
EMI0001.0006     
  
    171 <SEP> g <SEP> p <SEP> - <SEP> Amino <SEP> - <SEP> benzolsulf <SEP> onyl <SEP> - <SEP> a <SEP> - <SEP> amino  pyridin-B:z-N-methylensulfosäure <SEP> eingetra  gen. <SEP> Bereits <SEP> in <SEP> der <SEP> Wärme <SEP> setzt <SEP> die <SEP> Kri  eta.ll2sation <SEP> ein. <SEP> Durch <SEP> Umkristallisieren <SEP> aus
<tb>  einem <SEP> Was:

  ser-Alkohol@Gemisch <SEP> erhält <SEP> man
<tb>  ,gelblichgrüne <SEP> Nädelch'en <SEP> vom <SEP> Schmelzpunkt
<tb>  173--175  <SEP> (unter <SEP> Zersetzung). <SEP> Das <SEP> p-amino  benzolsul'fonyl <SEP> - <SEP> a <SEP> - <SEP> amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N  methylens,u;lfosaure <SEP> Nicotineäureamid <SEP> soll
<tb>  therapeutische <SEP> Verwendung <SEP> finden.

Claims (1)

  1. EMI0001.0007 PATENTANSPRUCH: <tb> Verfahren <SEP> zur <SEP> Herstellung <SEP> von <SEP> p-amino benzolte,u.Lfonyl <SEP> - <SEP> a <SEP> - <SEP> amino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N methylensuI,fosaurem <SEP> Nicotinsäureamid, <SEP> da durch <SEP> gekennzeichnet, <SEP> dass <SEP> man <SEP> p-Amino benzolsufon.yl <SEP> - <SEP> a <SEP> - <SEP> aunino <SEP> - <SEP> pyridin <SEP> - <SEP> Bz <SEP> - <SEP> N methylensulfosäure <SEP> in <SEP> Gegenwart <SEP> eines <SEP> Al kohole <SEP> auf <SEP> Nicotinsäureamd <SEP> einwirken <SEP> lässt. <tb> Das <SEP> neue <SEP> Produkt <SEP> bildet <SEP> gelblYChgrüne <tb> Nädelchen, <SEP> .die <SEP> bei <SEP> 173-175 C <SEP> unter <SEP> Zer setzung <SEP> schmelzen.
CH235950D 1942-05-02 1942-05-02 Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Nicotinsäureamid. CH235950A (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH235950T 1942-05-02
CH228551T 1943-04-06

Publications (1)

Publication Number Publication Date
CH235950A true CH235950A (de) 1944-12-31

Family

ID=25727229

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235950D CH235950A (de) 1942-05-02 1942-05-02 Verfahren zur Herstellung von p-amino-benzolsulfonyl- -amino-pyridin-Bz-N-methylensulfosaurem Nicotinsäureamid.

Country Status (1)

Country Link
CH (1) CH235950A (de)

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