CH311608A - Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide). - Google Patents

Description

       

  



  Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).



   The subject matter of the present patent is a process for the preparation of a new basic substituted fatty acid (2-halo-6-methyl-a, nilide), which is characterized by the fact that a compound of the formula
EMI1.1
 in which X a reactive radical which is split off during the reaction means, reacts with ¯thylamine.



   The rest of X can be in a Ha. logenatom or another suitable for the exchange against the basic radical reactive substituents such. B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against takes place z. B. by simply heating with ethylamine, optionally in the presence of a basic reacting condensation agent or ethylamine in tuber- sehuss. The ¯thylaminoacet- (2-chloro-6-methyl anilide) is a colorless oil that boils below 0.03 mm Hg at 140-142. The hydrochloride of the base melts at 267-270.



   The new anilide is to be used as a local anesthetic and as an intermediate for the production of further derivatives.



   Example:
36 parts by weight of chloroacet- (2-chloro-6-methyl-anilide) (obtained by reacting 2-chloro-6-methyl-aniline with chloroetyl chloride in the presence of sodium acetate, melting point 140 to 141) are added in 200 parts by weight 70 ' '/ o aqueous ethylamine solution suspended. The temperature rises, and a large part of the reaction mixture goes into solution. The mixture is then stirred for 4 hours in a closed vessel at room temperature and then for a few hours at 100 to 110 °.

   A sample with water and then mixed with dilute hydrochloric acid again results in a solution of the precipitated deposit.



  The excess ethylamine is then blown off with steam and, after cooling and saturation with table salt, the remaining oil is absorbed in ether. After the ethereal solution has dried and the solvent has been driven off, an oil remains which is purified by vacuum distillation.



  31 parts by weight of pure ethyl aminoacet- (2-chloro-6-methyl-anilide) are obtained. The reaction with ethylamine can also take place in benzene.



   PATENT CLAIM:
Process for the preparation of a new basic substituted fatty acid (2-halogen-6-methyl-anilide), characterized in that a compound of the formula

** WARNING ** End of DESC field could overlap beginning of CLMS **.




    

Claims (1)

** WARNING ** Beginning of CLMS field could overlap end of DESC **. Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide). The subject matter of the present patent is a process for the preparation of a new basic substituted fatty acid (2-halo-6-methyl-a, nilide), which is characterized by the fact that a compound of the formula EMI1.1 in which X is a reactive residue that is split off during the reaction and reacts with ¯thylamine. The rest of X can be in a Ha. logenatom or another suitable for the exchange against the basic radical reactive substituents such. B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against takes place z. B. by simply heating with ethylamine, optionally in the presence of a basic reacting condensation agent or ethylamine in tuber- sehuss. The ¯thylaminoacet- (2-chloro-6-methyl anilide) is a colorless oil that boils below 0.03 mm Hg at 140-142. The hydrochloride of the base melts at 267-270. The new anilide is to be used as a local anesthetic and as an intermediate for the production of further derivatives. Example: 36 parts by weight of chloroacet- (2-chloro-6-methyl-anilide) (obtained by reacting 2-chloro-6-methyl-aniline with chloroetyl chloride in the presence of sodium acetate, melting point 140 to 141) are added in 200 parts by weight 70 ' '/ o aqueous ethylamine solution suspended. The temperature rises, and a large part of the reaction mixture goes into solution. The mixture is then stirred for 4 hours in a closed vessel at room temperature and then for a few hours at 100 to 110 °. A sample with water and then mixed with dilute hydrochloric acid again results in a solution of the precipitated deposit. The excess ethylamine is then blown off with steam and, after cooling and saturation with table salt, the remaining oil is absorbed in ether. After the ethereal solution has dried and the solvent has been driven off, an oil remains which is purified by vacuum distillation. 31 parts by weight of pure ethyl aminoacet- (2-chloro-6-methyl-anilide) are obtained. The reaction with ethylamine can also take place in benzene. PATENT CLAIM: Process for the preparation of a new basic substituted fatty acid (2-halogen-6-methyl-anilide), characterized in that a compound of the formula EMI2.1 in which X denotes a reactive radical which is split off during the reaction, with ethylamine. The ethylaminoacet- (2-chloro-6-methyl-anilide) obtained in this way forms a colorless, 0.3 mm Hg at 140-142¯ boiling oil. The hydrochloride of the base melts at 267-270¯ The new anilide is to be used as a local anÏesthetic and as an intermediate product. SUB-CLAIM UCH: Process according to patent claim, characterized in that a halogenate (2-chloro-6-methyl-anilide) is allowed to react with ¯thylamine.