BE367024A - - Google Patents

Info

Publication number
BE367024A
BE367024A BE367024DA BE367024A BE 367024 A BE367024 A BE 367024A BE 367024D A BE367024D A BE 367024DA BE 367024 A BE367024 A BE 367024A
Authority
BE
Belgium
Prior art keywords
arsinic
acid
acids
benzen
substituted
Prior art date
Application number
Other languages
French (fr)
Publication date
Publication of BE367024A publication Critical patent/BE367024A/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/66—Arsenic compounds
    • C07F9/70—Organo-arsenic compounds
    • C07F9/80—Heterocyclic compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Description

       

   <Desc/Clms Page number 1> 
 
 EMI1.1 
 



  '1"'S'É 'É " 'Çf" ' " %? 0 YA U l# E DE BELÙIQUE RELsmE '?3 8E PERFECTIONNERENT RɯàÔµ ±2à /) OEMMBE BEPOSEE Li--1-1,---1,--Z30 (JtM c . s tasc ¯2¯ 믯L ($µ±µ# µf ) l10 POUR LE MMSmE P 8ÊLÊëA7SO' 1S30 
 EMI1.2 
 la 800'*é dite l IOGOPàRB&TOEDUSTEI3I àKTI2VGLSELLSCEAPi  à Frankfurt a/Main '-Allemagne) 1Mainzerlandstresse ;8g      pour 3 
 EMI1.3 
 Il Procédé de préparation dtacides benzimideazolonarsiniques.1f Priorité de 18 demande de brevet déposée en Allemagne le Il fé- vrier 1929, no J.$7Q91 lya/l?,P. 
 EMI1.4 
 



  ========================= 
Dans son brevet principal n 335334 la demanderesse a décrit un procédé pour préparer des acides benzimideazolonarsiniques substitues à l'atome d'azote par un radical alcoyle ou   alcoylène   
 EMI1.5 
 qui consiste à traiter un acide alcoylamino-o-aminobenzùne-arsi- nique ou un acide alcoylèneamino-o-aminobenzène-arsinique par du phosgène. 



     Or,   la demanderesse a trouvé que l'on peut aussi obtenir 
 EMI1.6 
 ces acides benzimideazolonarsiniques importants en faisant réagir des acides alcoylamino-o-aminobenzéne-arsiniques ou des acides alcoylèneamino-o-aminob enzène-a rsiniques avec un ester de l'acide chloroformique et les traitant ensuite par des acides. Les déri- 

 <Desc/Clms Page number 2> 

 tion s'opère d'après le schéma suivant: E x e m p1 e s :   @   
 EMI2.1 
 1. ) On dissout Z-116 grs. d'acide 3-8mîlinO-4-méthylaMinobenoè- ne-1-arsinique dans 125 cc.   d'eau   et 8.cc. de soude caustique à 40 Bé.   On   refroidit'la solution à 0 C.A une température com- prise entre 0 C. à 5 C. on y fait arriver en même temps goutte 
 EMI2.2 
 par goutte, en agitant, 13 grs. à'ester éthylique ds l'acide clo. 



    -roformique   et 10 cc.   d'une   solution de   sonde   caustique à 40 .Bé additionnés de 15 cc.d'eau; on agite ensuite le tout pendant en- 
 EMI2.3 
 viron 30 minutes et après addition de 30 ce. diacide shiorhydri- due concentre on fait bouillir,   Apres   peu de temps l'acide 
 EMI2.4 
 1-nàthyl-*-oxobenz1nliàazol-àS+Z-àihyàriàe-5-arsinique se sépare. 



  On le filtre par aspiration et on le   purifie   par dissolution dans de la soude caustique ou par   recristallisation   dans de l'eau. 
 EMI2.5 
 



  2.) On obtient l'acide 1-propyï,-; oxobenzimidazol-.w .7 dihydr.de-5-arsinique en faisant réagir F47*4 gra.d'aside 4-propylamino-à-aminobenzàne-1-arsinique avec un ester de lyacîde chloroformique comme il est indiqué dans l'exemple 1. 



  4. ) En faisant réagir ë7, grs. d'aaide 3-amino-..a21y7.-.   amino-benzéne-1-arsinique     aveu 13   grs. d'ester éthylique de l'acide chloroformique, comme il est décrit dans l'exemple 1, on 
 EMI2.6 
 obtient l'acide l-allyl--oxobenzimidazol-ë.S-dihydride-5-arsini-   qu e. 

**ATTENTION** fin du champ DESC peut contenir debut de CLMS **.



   <Desc / Clms Page number 1>
 
 EMI1.1
 



  '1 "' S'É 'É"' Çf "'"%? 0 YA U l # E DE BELÙIQUE RELsmE '? 3 8E PERFECTIONENT RɯàÔµ ± 2à /) OEMMBE BEPOSEE Li - 1-1, --- 1, - Z30 (JtM c. S tasc ¯2¯ 믯 L ($ µ ± µ # µf) l10 FOR MMSmE P 8ÊLÊëA7SO '1S30
 EMI1.2
 la 800 '* é called l IOGOPàRB & TOEDUSTEI3I àKTI2VGLSELLSCEAPi in Frankfurt a / Main' -Germany) 1Mainzerlandstresse; 8g for 3
 EMI1.3
 II Process for the preparation of benzimideazolonarsinic acids. Priority of patent application filed in Germany on February 11, 1929, No. J. $ 7Q91 lya / l?, P.
 EMI1.4
 



  =========================
In its principal patent n 335334 the applicant described a process for preparing benzimideazolonarsinic acids substituted for the nitrogen atom by an alkyl or alkylene radical.
 EMI1.5
 which consists of treating an alkylamino-o-aminobenzene-arsinic acid or an alkyleneamino-o-aminobenzene-arsinic acid with phosgene.



     However, the applicant has found that it is also possible to obtain
 EMI1.6
 these important benzimideazolonarsinic acids by reacting alkylamino-o-aminobenzene-arsinic acids or alkyleneamino-o-aminob enzene-a rsinic acids with an ester of chloroformic acid and then treating them with acids. The derri-

 <Desc / Clms Page number 2>

 tion takes place according to the following diagram: E x e m p1 e s: @
 EMI2.1
 1.) Z-116 grs is dissolved. 3-8mîlinO-4-methylaMinobenoène-1-arsinic acid in 125 cc. of water and 8.cc. of caustic soda at 40 Bé. The solution is cooled to 0 ° C. At a temperature between 0 ° C. and 5 ° C., droplets are brought to it at the same time.
 EMI2.2
 per drop, stirring, 13 grs. clo acid ethyl ester.



    -roformic and 10 cc. a caustic probe solution at 40 .Bé added with 15 cc. of water; the whole thing is then stirred for
 EMI2.3
 about 30 minutes and after addition of 30 cc. concentrated shiorhydri- diacid boiled, After a short time the acid
 EMI2.4
 1-nàthyl - * - oxobenz1nliàazol-àS + Z-àihyàriàe-5-arsinique separates.



  It is filtered off by suction and purified by dissolving it in caustic soda or by recrystallization in water.
 EMI2.5
 



  2.) 1-propyl acid, - is obtained; oxobenzimidazol-.w .7 5-arsinic dihydrate by reacting F47 * 4 grams of 4-propylamino-to-aminobenzane-1-arsinic aside with a chloroform lyacid ester as indicated in Example 1 .



  4.) By reacting ë7, grs. of 3-amino aid - .. a21y7.-. amino-benzen-1-arsinique confessed 13 grs. of chloroformic acid ethyl ester, as described in Example 1, it is
 EMI2.6
 obtains 1-allyl-oxobenzimidazol-ë.S-dihydride-5-arsini- e.

** ATTENTION ** end of DESC field can contain start of CLMS **.

Claims (1)

.Revendications* l.-Dans le procède de préparation d'acides benzimideazolon- arsiniques substitués à l'atome d'azote décrit dans le brevet <Desc/Clms Page number 3> EMI3.1 anino-o-alaoylanino-benzéne-arsinique ou un acide amino-o- alooyiëneamino.-benzàne-arsinique avec un ester de l'acide chloro- formique et à le traiter ensuite par un acide. . Claims * 1.-In the process for the preparation of benzimideazolon-arsinic acids substituted at the nitrogen atom described in the patent <Desc / Clms Page number 3> EMI3.1 anino-o-alaoylanino-benzen-arsinic or an amino-o-alooyieneamino.-benzen-arsinic acid with an ester of chloroformic acid and then treated with an acid. 3.-Comme produits industriels nouveaux, les acides benzi- mideazolonarsiniques substitués à Idiome d'azote tels qu'ils s'obtiennent d'après le procédé spécifié sous 1, et leur appli- cation dans l'industrie. 3. As new industrial products, the nitrogen-substituted benzid-azolonarsinic acids as obtained by the process specified under 1, and their application in industry.
BE367024D BE367024A (en)

Publications (1)

Publication Number Publication Date
BE367024A true BE367024A (en) 1900-01-01

Family

ID=39064

Family Applications (1)

Application Number Title Priority Date Filing Date
BE367024D BE367024A (en)

Country Status (1)

Country Link
BE (1) BE367024A (en)

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