CH311613A - 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-halogen-6-methyl-anilide), which is characterized in that a compound of the formula
EMI1.1
 in which X denotes a reactive radical which is split off during the reaction, reacts with N-methyl N-cyelohexyl-amine.



   The radical X can be in a halogen atom or any other reactive substituent suitable for replacement with the basic radical, such as. B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against the methyl-eyelohexyl-aminerest takes place z. B. by simply heating with methyl-cyclohexylamine, optionally in the presence of a basic Ysationsmittel or methyl-cyclohexyl-amine in excess. The N-methyl-N-cyclohexyl-amino-acet (2-chloro-6-methyl-anilide) is a colorless 01.



  The hydrochloride of the base melts at 164 to 166 ".



   The new anilide is to be used as a local anesthetic and as an intermediate product 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 chloroacetyl chloride in the presence of sodium acetate, melting point 140 to 141) are suspended in 80 parts by weight of ethanol and with 57 parts by weight of N-methyl-N-eyelohexyl-amine. The temperature rises slightly and a large part of the reaction mixture goes into solution. The mixture is then stirred for 4 hours at room temperature and then for a few hours at 65 to 75 hours. A sample with water and then mixed with dilute hydrochloric acid,

   again results in a solution of the precipitate. The alcohol and the excess N-methyl-N-cyclohexyl-amine are then blown off with steam and, after cooling, the remaining 61 is taken up in ether becomes. 42 parts by weight of pure N-methyl-N-eyelohexyl-amino-acet- (2-chloro-6-methyl-anilide) are obtained. The reaction with cyclohexylamine can also take place in benzene.



      PATE RUCH:
Process for the production of a new base-substituted fatty acid (2-hw 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-halogen-6-methyl-anilide), which is characterized in that a compound of the formula EMI1.1 in which X denotes a reactive radical which is split off during the reaction, reacts with N-methyl N-cyelohexyl-amine. The radical X can be in a halogen atom or any other reactive substituent suitable for replacement with the basic radical, such as. B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against the methyl-eyelohexyl-aminerest takes place z. B. by simply heating with methyl-cyclohexylamine, optionally in the presence of a basic Ysationsmittel or methyl-cyclohexyl-amine in excess. The N-methyl-N-cyclohexyl-amino-acet (2-chloro-6-methyl-anilide) is a colorless 01. The hydrochloride of the base melts at 164 to 166 ". The new anilide is to be used as a local anesthetic and as an intermediate product 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 chloroacetyl chloride in the presence of sodium acetate, melting point 140 to 141) are suspended in 80 parts by weight of ethanol and with 57 parts by weight of N-methyl-N-eyelohexyl-amine. The temperature rises slightly and a large part of the reaction mixture goes into solution. The mixture is then stirred for 4 hours at room temperature and then for a few hours at 65 to 75 hours. A sample with water and then mixed with dilute hydrochloric acid, again results in a solution of the precipitate. The alcohol and the excess N-methyl-N-cyclohexyl-amine are then blown off with steam and, after cooling, the remaining 61 is absorbed in ether. After the ethereal solution has dried and the solvent has been expelled, an oil remains which is purified by vacuum distillation becomes. 42 parts by weight of pure N-methyl-N-eyelohexyl-amino-acet- (2-chloro-6-methyl-anilide) are obtained. The reaction with cyclohexylamine can also take place in benzene. PATE RUCH: Process for the production of a new basic substituted fatty acid (2-hw 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 N-methyl-N-cyclohexyl-amine. The N-methyl-N-eyelohexyl-amino-acet- (2-chloro-6-methyl-anilide) obtained in this way forms a colorless 61. The hydrochloride of the base melts at 16v166. The new anilide is said to be used as a local anesthetic and as an intermediate product. SUBClaim: Verfa. hTen according to claim, characterized in that a haloacet- (2-chloro-6-methyl-anilide) is allowed to react with N-methyl-N-cyelo hexyl-amine.