CH151193A - Process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methylbenzene-1-arsic acid. - Google Patents

Process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methylbenzene-1-arsic acid.

Info

Publication number
CH151193A
CH151193A CH151193DA CH151193A CH 151193 A CH151193 A CH 151193A CH 151193D A CH151193D A CH 151193DA CH 151193 A CH151193 A CH 151193A
Authority
CH
Switzerland
Prior art keywords
acid
arsic
preparation
glycolylamino
methylbenzene
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH151193A publication Critical patent/CH151193A/en

Links

Landscapes

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

Description

  

  Verfahren zur Darstellung des     Crotonsäureesters    der     4-Glyl#olylamino-2-methylbenzol-          1-arsinsäure.       In dem Hauptpatent     wurde    die Dar  stellung des     Essigsäureesters    der     4-Glykolyl-          aminobenzol-1-arsinsäure    durch Umsetzung  von     4-Chloracetylaminobenzol-l-arsinsäure     mit     Natriumacetat    beschrieben.  



  Gegenstand der vorliegenden Erfindung  ist ein Verfahren zur Darstellung des       Crotonsäureesters    der     4-Glykolylamino-2-          methylbenzol-l-arsinsäure,    welches dadurch  gekennzeichnet ist, dass man     4-Chloracetyl-          amino-2-methylbenzol-1-arsinsäure    mit     cro-          tonsaurem    Natrium umsetzt.  



  Die neue Verbindung ist schwer löslich  in Wasser, besser löslich in Äthylalkohol  und     50%iger    Essigsäure und Eisessig, un  löslich in Aceton und Äther, und zeichnet  sich bei geringer     Toxizität    durch sehr gute  Wirkung speziell bei     Trypanosomenkrank-          heiten    aus.  



  <I>Beispiel:</I>  52,8     gr        Crotonsäure    werden in 800 cm'       2n-Natronlauge    und 400 cm' Wasser gelöst.  Zur Lösung gibt man 61,5     gr    4-Chloracetyl-         amino-2@methylbenzolarsinsäure        und    kocht  die Lösung zwei Stunden am     Rückfluss-          kühler.    Zum abgekühlten Filtrat gibt man  Salzsäure. Der entstandene Ester wird aus       1Vlethylalkohol        umkristallisiert.  



  Process for the preparation of the crotonic acid ester of 4-Glyl # olylamino-2-methylbenzene-1-arsinic acid. In the main patent, the presentation of the acetic acid ester of 4-glycolyl aminobenzene-1-arsinic acid was described by reacting 4-chloroacetylaminobenzene-1-arsic acid with sodium acetate.



  The present invention relates to a process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methylbenzene-1-arsic acid, which is characterized in that 4-chloroacetylamino-2-methylbenzene-1-arsic acid is reacted with sodium cotonate .



  The new compound is sparingly soluble in water, more soluble in ethyl alcohol and 50% acetic acid and glacial acetic acid, insoluble in acetone and ether, and is characterized by its low toxicity and very good effect, especially in trypanosomal diseases.



  <I> Example: </I> 52.8 g crotonic acid are dissolved in 800 cm '2N sodium hydroxide solution and 400 cm' water. 61.5 g of 4-chloroacetylamino-2 @ methylbenzolaric acid are added to the solution and the solution is refluxed for two hours. Hydrochloric acid is added to the cooled filtrate. The ester formed is recrystallized from 1Vlethyl alcohol.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung des Croton- säureesters der 4-Glykolylamino-2-methyl- benzol-l-arsinsäure, dadurch gekennzeichnet, dass man 4-Chloracetylamino-2-methylbenzol- 1-arsinsäure mit erotonsaurem Natrium um setzt. PATENT CLAIM: Process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methyl-benzene-1-arsic acid, characterized in that 4-chloroacetylamino-2-methylbenzenes-1-arsic acid is reacted with sodium erotonic acid. Die neue Verbindung ist schwer löslich in Wasser, besser löslich in Äthylalkohol und 50%iger Essigsäure und Eisessig, un löslich in Aceton und Äther, und zeichnet sich bei geringer Toxizität durch sehr gute Wirkung speziell bei Trypanosomenkrank- heiten aus. Fp. 205 unter Zersetzung. The new compound is sparingly soluble in water, more soluble in ethyl alcohol and 50% acetic acid and glacial acetic acid, insoluble in acetone and ether, and is characterized by its low toxicity and very good effect, especially in trypanosomal diseases. Mp. 205 with decomposition.
CH151193D 1929-09-04 1930-08-12 Process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methylbenzene-1-arsic acid. CH151193A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE151193X 1929-09-04
CH149253T 1930-08-12

Publications (1)

Publication Number Publication Date
CH151193A true CH151193A (en) 1931-11-30

Family

ID=25715384

Family Applications (1)

Application Number Title Priority Date Filing Date
CH151193D CH151193A (en) 1929-09-04 1930-08-12 Process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methylbenzene-1-arsic acid.

Country Status (1)

Country Link
CH (1) CH151193A (en)

Similar Documents

Publication Publication Date Title
DE3048167A1 (en) XANTHENE COMPOUNDS
CH151193A (en) Process for the preparation of the crotonic acid ester of 4-glycolylamino-2-methylbenzene-1-arsic acid.
CH151195A (en) Process for the preparation of the α-bromoisocrotonic acid ester of 4-glycolylaminobenzene-1-arsic acid.
CH151194A (en) Process for the preparation of the benzoic acid ester of 3-glycolylaminobenzene-1-arsic acid.
AT130458B (en) Process for the preparation of aromatic arsinic acids.
DE955684C (en) Process for the preparation of 5-amino-1, 2, 4-thiodiazoles
DE531518C (en) Process for the preparation of aliphatic-aromatic oxyketones
CH151177A (en) Process for the preparation of p-glycolylaminobenzenic acid.
DE699772C (en) Process for the preparation of ª ‰ -oxyaethylcarbaminobenzene-p-arsic acid
CH161239A (en) Process for the preparation of the crotonic acid ester of 2-glycolylaminobenzene-1-arsic acid.
CH149253A (en) Process for the preparation of the acetic acid ester of 4-glycolylaminobenzene-1-arsic acid.
CH161240A (en) Process for the preparation of the benzoic acid ester of 2-glycolylaminobenzene-1-arsic acid.
CH314915A (en) Process for the preparation of 2-thiocyano-4: 6-diamino-s-triazine
CH161241A (en) Process for the preparation of the acetic acid ester of 3-glycolylamino-4-oxybenzene-1-arsic acid.
CH205417A (en) Process for the preparation of 1- (4&#39;-nitro-2&#39;-aldehydophenoxy) -6-acetylaminonaphthalene-3-sulfonic acid.
CH161242A (en) Process for the preparation of the acetic acid ester of 4-lactylaminobenzene-1-arsic acid.
CH212286A (en) Process for the preparation of 3-oxy-4-carbaminyl-benzene-1-arsic acid.
CH131289A (en) Process for the preparation of a polysulfide ester of an aromatic carboxylic acid.
CH153411A (en) Process for the preparation of 2-methyl-4-glycolylamino-benzaric acid.
CH148624A (en) Process for the preparation of p-glycolylaminobenzenic acid.
CH127934A (en) Process for the preparation of a solid diazo salt.
CH161978A (en) Process for the preparation of 4-butylaminobenzoic acid-B-dimethylaminoethyl ester.
CH164737A (en) Process for the preparation of a halogen derivative of 2-aminonaphthalene-1-sulfonic acid.
CH153826A (en) Process for the preparation of 2&#39;-oxy-7.8-benzocarbazole.
CH162656A (en) Process for the preparation of the sodium salt of a bismuth complex compound of catechinaric acid.