CH306200A - Process for the preparation of N1- (p-amino-salicylyl) -N2-isonicotinyl-hydrazine. - Google Patents

Process for the preparation of N1- (p-amino-salicylyl) -N2-isonicotinyl-hydrazine.

Info

Publication number
CH306200A
CH306200A CH306200DA CH306200A CH 306200 A CH306200 A CH 306200A CH 306200D A CH306200D A CH 306200DA CH 306200 A CH306200 A CH 306200A
Authority
CH
Switzerland
Prior art keywords
amino
salicylyl
isonicotinyl
hydrazine
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Mebes Bruno
Original Assignee
Mebes Bruno
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 Mebes Bruno filed Critical Mebes Bruno
Publication of CH306200A publication Critical patent/CH306200A/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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/86—Hydrazides; Thio or imino analogues thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Bruno     Mebes,        Bodio    (Tessin, Schweiz).  



  <B>Verfahren zur Darstellung von</B>     N,-(p-Amino-saHcylyl)-N2-isonicotinyl-hydrazin.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung von     1Tl-(p-          Amino-salicylyl)-N2-isonicotinyl-hydrazin,    das  dadurch     gekennzeichnet    ist, dass     Isonieotin-          säurehydrazidmit        p-Amino-salicylsäürechlorid     umgesetzt wird.  



  Die erhaltene     Verbindung    ist     ein        citronen-          gelbes    Pulver, vom Schmelzpunkt 63  C unter  gleichzeitiger     Zersetzung.    Das Pulver ist     in     Äther     unlöslich,    hingegen sehr gut löslich in  warmem Wasser.     Bezeichnend    ist der     Farb-          umschlag    von Gelb nach     Rot,    wenn eine wäs  serige Lösung mit     Äthyläther    geschüttelt  wird. Die Verbindung soll als Arzneimittel  sowie als Zwischenprodukt zur Herstellung  von Arzneimitteln Verwendung finden.

      <I>Beispiel:</I>  15,5 g     p-Amino-salicylsäurechlorid    werden  in 50     em3        Toluol    auf 45      -C    erhitzt. Man trägt    nun 12,5 g     Isonieotinsäurehydrazid    ein, bis  sich ein gelber     Niederschlag    bildet. Das Re  aktionsgemisch wird mit Natronlauge auf     pu     8,5 gestellt. Das Produkt     wird    aus Alkohol       umkristallisiert.    Man erhält so das     Nl-(p-          Amino-salicylyl)-1\T2-isonicotinyl-hydrazin        mit    ;  den oben genannten     Eigenschaften.  



  Bruno Mebes, Bodio (Ticino, Switzerland).



  <B> Process for the preparation of </B> N, - (p-Amino-saHcylyl) -N2-isonicotinyl-hydrazine. The present patent relates to a process for the production of 1Tl- (p-amino-salicylyl) -N2-isonicotinyl-hydrazine, which is characterized in that isonieotinic acid hydrazide is reacted with p-amino-salicylic acid chloride.



  The compound obtained is a lemon-yellow powder, melting at 63 ° C. with simultaneous decomposition. The powder is insoluble in ether, but very soluble in warm water. The color change from yellow to red is characteristic when an aqueous solution is shaken with ethyl ether. The compound is intended to be used as a drug and as an intermediate for the production of drugs.

      <I> Example: </I> 15.5 g of p-amino-salicylic acid chloride are heated to 45 ° C in 50 em3 toluene. 12.5 g of isonieotinic acid hydrazide are now introduced until a yellow precipitate forms. The reaction mixture is adjusted to pu 8.5 with sodium hydroxide solution. The product is recrystallized from alcohol. The Nl- (p-amino-salicylyl) -1 \ T2-isonicotinylhydrazine is thus obtained with; the above properties.

Claims (1)

P ATENT'ANSPRUCH: Verfahren zur Herstellung von N1 - (p- Amino-salicylyl)-N2-isonicotüiyl-liydrazin, da durch gekennzeichnet, dass p-Amino-salicyl- säurechlorid mit Isonicotinsäurehydrazid um gesetzt wird. Die neue Verbindung bildet ein gelbes Pulver vom Schmelzpunkt 63 C unter gleich zeitiger Zersetzung. Das Nl-(p-Amino-salicy- lyl-)-N2-isonicotinyl-hydrazin ist in warmem Wasser sehr gut löslich, in Äthyläther un löslich. Claim: Process for the production of N1 - (p-amino-salicylyl) -N2-isonicotüiyl-liydrazine, characterized in that p-amino-salicylic acid chloride is reacted with isonicotinic acid hydrazide. The new compound forms a yellow powder with a melting point of 63 C with simultaneous decomposition. The Nl- (p-Amino-salicy- lyl -) - N2-isonicotinyl-hydrazine is very soluble in warm water, but insoluble in ethyl ether.
CH306200D 1952-07-29 1952-07-29 Process for the preparation of N1- (p-amino-salicylyl) -N2-isonicotinyl-hydrazine. CH306200A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH306200T 1952-07-29

Publications (1)

Publication Number Publication Date
CH306200A true CH306200A (en) 1955-03-31

Family

ID=4492722

Family Applications (1)

Application Number Title Priority Date Filing Date
CH306200D CH306200A (en) 1952-07-29 1952-07-29 Process for the preparation of N1- (p-amino-salicylyl) -N2-isonicotinyl-hydrazine.

Country Status (1)

Country Link
CH (1) CH306200A (en)

Similar Documents

Publication Publication Date Title
AT96836B (en) Process for the preparation of readily water-soluble, neutrally reacting derivatives of dioxydiaminoarsenobenzene.
DE535150C (en) Process for the production of easily water-soluble, colloidal, complex silver-tannin-protein compounds
CH197785A (en) Process for the preparation of 4- (bis-oxäthyl) -amino-3,4&#39;-dioxy-arsenobenzene-3&#39;-methylamino-formaldehyde sulfoxylate sodium.
DE527713C (en) Process for the preparation of a compound from chloral and p-phenetidine
DE859008C (en) Process for the preparation of oxyquinones
CH115212A (en) Method for representing an unbalanced arsenic compound.
CH194685A (en) Process for the preparation of sulfanilic acid-4-dimethyl-aminoanilide.
CH118337A (en) Process for preparing a phosphorus compound from N-methyl carbazole.
CH210967A (en) Process for the preparation of a urea derivative.
CH307868A (en) Process for the preparation of a pharmaceutically active compound.
CH210970A (en) Process for the preparation of a urea derivative.
CH210091A (en) Process for the preparation of phthalimide-4-sulfonamide.
DE2042940A1 (en) Thiamine disulphide monotheophyllinate - with vitamin b1 diuretic and coronary dilatory activity
CH120430A (en) Process for the preparation of a new sulfur- and nitrogen-containing condensation product from the action product of chlorosulfur on a-naphthylamine.
CH210965A (en) Process for the preparation of a urea derivative.
CH188550A (en) Process for the preparation of a quinine compound with poor taste.
CH120257A (en) Process for the preparation of a new oxynaphthalene carboxylic acid.
CH210973A (en) Process for the preparation of a urea derivative.
CH227886A (en) Process for the preparation of N-phenacyl-tetrahydro-p-oxazine.
CH210972A (en) Process for the preparation of a urea derivative.
CH279841A (en) Process for the preparation of a new aldehyde derivative.
CH192303A (en) Process for the preparation of 1-cyclohexyl-2,3-dimethyl-4-methylamino-5-pyrazolone-4-methanesulfonic acid quinine.
CH316628A (en) Process for the preparation of a hydrazone of a heterocyclic aldehyde
CH162292A (en) Process for the preparation of the salt of 2. 3-Dimethoxy-6-nitro-9- (γ-diethylamino-B-oxypropylamino) acridine with p-glycolylaminobenzenic acid.
CH135166A (en) Process for the preparation of a condensation product which can be used as a pesticide.