CH119328A - Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid. - Google Patents

Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid.

Info

Publication number
CH119328A
CH119328A CH119328DA CH119328A CH 119328 A CH119328 A CH 119328A CH 119328D A CH119328D A CH 119328DA CH 119328 A CH119328 A CH 119328A
Authority
CH
Switzerland
Prior art keywords
sep
chloro
acid
amino
oxybenzene
Prior art date
Application number
Other languages
German (de)
Inventor
Leopold Cassella Co Ge Haftung
Original Assignee
Cassella Leopold & Co Gmbh
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 Cassella Leopold & Co Gmbh filed Critical Cassella Leopold & Co Gmbh
Publication of CH119328A publication Critical patent/CH119328A/en

Links

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung einer     Acylverbindung    der       Amino-3-Chlor-4-oxybenzol-l-ar        sinsäur    e.    Es wurde gefunden, dass die     Amino-3-          chlor-4-oxybenzol-l-arsinsäure,    wie sie     gemäss     dem Schweiz. Patent Nr.     1160'36    erhalten  werden kann, sich leicht in     Azylverbindun-          gen    überführen lässt, die den     Azylrest    am N  gebunden enthalten.

   Die neuen     Azylverbin-          dungen    sind therapeutisch wertvoll und be  sitzen vor dem Ausgangsmaterial zur Her  stellung der     Amino-3-chlor-4-oxybenzol-l-ar-          sinsäure    den Vorzug geringerer Giftigkeit.  Gegenstand dieses Patentes ist nun ein Ver  fahren zur Darstellung der     Formylamino-3-          chlor-4-oxybenzol-l-arsinsäure    durch     Formy-          lierung    der oben erwähnten     Arsinsäure.     



  <I>Beispiel:</I>  40     gr        Amino-3-chlor-4-oxybenzol-l-arsin-          säure    werden mit 52 cm'     fünffachnormaler          Natronlauge    gelöst; nach Zusatz von 200 cm'  85     %iger    Ameisensäure wird auf 100 o an  gewärmt und eine halbe Stunde weiter auf  <B><I>100'</I></B> C gehalten. Nach völligem Erkalten    wird abgesaugt; die abgeschiedene     Formyl-          verbindung    wird mit 140     gr    Acetat und  500 cm' Wasser gelöst. Nach Entfärben mit  Tierkohle wird filtriert und mit 320     cm3          fünffachnormaler    Salzsäure kalt gefällt.

   Die  neue Verbindung bildet kleine Blättchen  (F. P. über 276  ), die leicht löslich in     Me-          thyl-    und     Äthylalkohol,    schwer löslich in  Aceton und Chloroform, unlöslich in Benzol,       Ligroin    und Äther sind. Die Verbindung  ist nicht     diazotierbar    und löst sich leicht in  verdünnten     Ätzalkalien,    sowie     Sodalösung,     ebenso in verdünnter     Acetatlösung.  



  Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-aric acid. It was found that the amino-3-chloro-4-oxybenzene-l-arsic acid, as it is according to the Switzerland. Patent No. 1160'36 can be obtained, can be easily converted into acyl compounds which contain the acyl radical bonded to the N.

   The new acyl compounds are therapeutically valuable and have the advantage of being less toxic than the starting material for the production of amino-3-chloro-4-oxybenzene-1-aric acid. The subject of this patent is now a process for the preparation of formylamino-3-chloro-4-oxybenzene-1-arsic acid by formylation of the above-mentioned arsic acid.



  <I> Example: </I> 40 g of amino-3-chloro-4-oxybenzene-1-arsic acid are dissolved with 52 cm 'five-fold normal sodium hydroxide solution; After adding 200 cm 'of 85% formic acid, the mixture is warmed to 100 ° and held at <B><I>100'</I> </B> C for half an hour. After it has completely cooled down, it is suctioned off; the deposited formyl compound is dissolved with 140 g of acetate and 500 cm of water. After decolorization with animal charcoal, it is filtered and cold precipitated with 320 cm3 five-fold normal hydrochloric acid.

   The new compound forms small leaflets (F.P. over 276) which are easily soluble in methyl and ethyl alcohol, sparingly soluble in acetone and chloroform, insoluble in benzene, ligroin and ether. The compound cannot be diazotized and dissolves easily in dilute caustic alkalis and soda solution, as well as in dilute acetate solution.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer thera peutisch wirksamen Formylamino-3-chlor-4- oxy-benzol-l-arsinsäure, welche weisse Blätt chen vom F. PATENT CLAIM: Process for the preparation of a therapeutically effective formylamino-3-chloro-4-oxy-benzene-l-arsic acid, which white leaves from F. P. über 276 bildet, die leicht löslich in Äthyl- und Methylalkohol, ver dünnten Ätzalkalien und Sodalösung, sowie Acetatlösung, dagegen schwer löslich in Ace- EMI0002.0001 ton <SEP> und <SEP> Chloroform <SEP> und <SEP> unlöslich <SEP> in <SEP> Benzol, <tb> Li-roin <SEP> und <SEP> Äther <SEP> sind, <SEP> dadurch <SEP> -ehenn z,_-iclinet, <SEP> dass <SEP> man <SEP> die <SEP> Amino-'-chlor-4-oxe l@enzol-l-arinäure, <SEP> wie <SEP> sie <SEP> emäss <SEP> dem EMI0002.0002 sehweiz. <SEP> Patent <SEP> Nr. <SEP> <B>].HOB</B> <SEP> erbalten <SEP> zv(#rclen <tb> bann, <SEP> formyli.Frt. P. forms over 276, which is easily soluble in ethyl and methyl alcohol, dilute caustic alkalis and soda solution, as well as acetate solution, on the other hand hardly soluble in ace- EMI0002.0001 ton <SEP> and <SEP> chloroform <SEP> and <SEP> insoluble <SEP> in <SEP> benzene, <tb> Li-roin <SEP> and <SEP> ether <SEP> are, <SEP> thereby <SEP> -ehenn z, _- iclinet, <SEP> that <SEP> man <SEP> the <SEP> amino -'- chloro-4-oxe l @ enzol-l-arinic acid, <SEP> like <SEP> you <SEP> em according to <SEP> dem EMI0002.0002 sehweiz. <SEP> Patent <SEP> No. <SEP> <B>] .HOB </B> <SEP> inherited <SEP> zv (#rclen <tb> bann, <SEP> formyli.Frt.
CH119328D 1924-03-10 1925-03-02 Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid. CH119328A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE119328X 1924-03-10

Publications (1)

Publication Number Publication Date
CH119328A true CH119328A (en) 1927-03-01

Family

ID=5656004

Family Applications (1)

Application Number Title Priority Date Filing Date
CH119328D CH119328A (en) 1924-03-10 1925-03-02 Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid.

Country Status (1)

Country Link
CH (1) CH119328A (en)

Similar Documents

Publication Publication Date Title
CH119328A (en) Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid.
CH121258A (en) Process for the preparation of an acyl compound of amino-3-chloro-4-oxybenzene-1-arsic acid.
AT95092B (en) Process for the preparation of a complex aminoargentomercaptobenzenecarboxylic acid.
AT112135B (en) Process for the preparation of basic oxime ethers and their salts.
AT137670B (en) Process for the representation of organic mercury bonds.
CH289579A (en) Process for the preparation of a 3-substituted 4-oxycoumarin.
CH223030A (en) Process for the production of a condensation product.
CH189812A (en) Process for the preparation of the acetate of 3.6-dimethoxy-10-methyl-acridinium hydroxide.
CH144992A (en) Process for the preparation of a readily soluble sodium salt of acylaminophenolaric acid.
CH217133A (en) Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative.
CH169578A (en) Process for the preparation of the salt of 2,3-dimethoxy-6-nitro-9- (Y-diethylamino-B-oxy-propylamino) -acridine with p-glycolylaminobenzolaric acid.
CH159589A (en) Process for preparing an asymmetric arsenobenzene compound.
CH149252A (en) Process for the preparation of 4-glycolylamino-3&#39;-amino-4&#39;-oxy-arsenobenzene.
CH185835A (en) Process for the production of a new azo dye.
CH159587A (en) Process for preparing an asymmetric arsenobenzene compound.
CH154412A (en) Process for the preparation of a new thiophenol derivative.
CH161241A (en) Process for the preparation of the acetic acid ester of 3-glycolylamino-4-oxybenzene-1-arsic acid.
CH159590A (en) Process for preparing an asymmetric arsenobenzene compound.
CH181157A (en) Process for the production of a new textile auxiliary.
CH145835A (en) Process for the production of a metal-containing dye.
CH123818A (en) Process for the preparation of 1-phenyl-2-methyl-3,4-cyclotrimethylene-5-pyrazolone.
CH133383A (en) Process for the production of a new azo dye.
CH192066A (en) Process for the preparation of 3-oxy-4- (bis-oxäthyl) -amino-3&#39;-methylamino-4&#39;-oxyarsenobenzene-3&#39;-N-formaldehyde sodium sulfoxylate.
CH162366A (en) Process for the preparation of 1-aurothioglucose.
CH192503A (en) Process for the preparation of the lactate of 2,7-dimethyl-3,6-diamido-10-methylacridinium hydroxide.