CH311609A - 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-balogen-6-methyl-anilide).



   The subject of the present patent is a process for the preparation of a new basiseli substituted fatty acid (2-halogen-6-methyl-anilide), which is characterized in that a compound of the formula
EMI1.1
 in which X is a reactive radical which is split off during the reaction and reacts with n-propylamine.



   The radical X can be in a halogen atom or another reactive substituent suitable for replacement with the basic radical, such as e.g. B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against the n-propylamine radical takes place, for. B. by simply heating with n-propylamine, optionally in the presence of a basic reacting condensation agent or n-propylamine in excess. The n-propylaminoacet- (2-chloro-6-methyl-anilide) is a colorless, below 0.02 mm Hg at 147-150 boiling. The hydrochloride of the base melts at 253-257.



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



   Example:
40 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 dissolved in 90 parts by weight of ethanol, suspended and mixed with 50 parts by weight of n-propylamine. The temperature rises slightly and a large part of the rea. ctionsgemisehes goes into solution. Now wä. Stirred for 4 hours at room temperature and then for a few hours at 65-75. A sample with water and then mixed with dilute hydrochloric acid results in a solution of the precipitate.

   With Wasserda. The alcohol and the excess n-propyla then become mpf. min.blown off and after cooling the remaining (il taken up in ether. After drying the ethereal solution and driving off the solvent, a 61 remains, which is purified by vacuum distillation. 40 parts by weight of pure n-propyl-aminoacetate are obtained - (2-chloro-6-methyl-anilide) The reaction with n-propylamine can also take place in benzene.



   PATENT CLAIM:
Process for the preparation of a new baseeh-substituted fatty acid (2-halogen6-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-balogen-6-methyl-anilide). The subject of the present patent is a process for the preparation of a new basiseli substituted fatty acid (2-halogen-6-methyl-anilide), which is characterized in that a compound of the formula EMI1.1 in which X is a reactive radical which is split off during the reaction and reacts with n-propylamine. The radical X can be in a halogen atom or another reactive substituent suitable for replacement with the basic radical, such as e.g. B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against the n-propylamine radical takes place, for. B. by simply heating with n-propylamine, optionally in the presence of a basic reacting condensation agent or n-propylamine in excess. The n-propylaminoacet- (2-chloro-6-methyl-anilide) is a colorless, below 0.02 mm Hg at 147-150 boiling. The hydrochloride of the base melts at 253-257. The new anilide is to be used as a local anesthetic and as an intermediate product for the production of further derivatives. Example: 40 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 dissolved in 90 parts by weight of ethanol, suspended and mixed with 50 parts by weight of n-propylamine. The temperature rises slightly and a large part of the rea. ctionsgemisehes goes into solution. Now wä. Stirred for 4 hours at room temperature and then for a few hours at 65-75. A sample with water and then mixed with dilute hydrochloric acid results in a solution of the precipitate. With Wasserda. The alcohol and the excess n-propyla then become mpf. min.blown off and after cooling the remaining (il taken up in ether. After drying the ethereal solution and driving off the solvent, a 61 remains, which is purified by vacuum distillation. 40 parts by weight of pure n-propyl-aminoacetate are obtained - (2-chloro-6-methyl-anilide) The reaction with n-propylamine can also take place in benzene. PATENT CLAIM: Process for the preparation of a new baseeh-substituted fatty acid (2-halogen6-methyl-anilide), characterized in that a compound of the formula EMI2.1 in which X is a reactive radical which is split off during the reaction, reacts with n-propylamine. The n-propyl-aminoacet- (2-chloro-6-methyl-anilide) obtained in this way forms a fa. Unbeless oil boiling below 0.02 mon Hg at 147-150 ". The hydrochloride of the base melts at 253-257". The new anilide is said to be used as a local anesthetic. ikum and as an intermediate use. SUB-CLAIM: Process according to patent claim, characterized in that a haloacet- (2 chloro-6-methyl-a. Nilide) is allowed to react with n-propylamine.