CH311606A - 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 of the present patent bil (let a process for the production 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, is reacted with di-n-butylamine.



   The radical X can be in a halogen atom or any other reactive substituent suitable for replacement with the basic radical, such as. B. e-iner alkylsulfonyloxy or arylsulfonyloxy group exist.



  The exchange of the group X against the di n-butyl-amine residue takes place, for. B. by simply heating with di-n-butyl-amine, if necessary in the presence of a basic condensing agent or an excess of di-n-butyl-amine. Di-n-butyl-aminoacet- (2-chloro-6-methyl-anilide) is a colorless oil boiling below 0.06 mm Hg at 145. The hydrochloride of the base melts at 145 to 1470.



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



   Example:
31 parts by weight of chloroacet- (2-chloro-6-methyl-a. Nilide) (obtained by reacting 2 chloro-6-methyl-anuine with chloroacetyl chloride in the presence of sodium acetate, melting point 140 to 141) are in 80 parts by weight of ethanol suspended and with. 55 parts by weight of di-n-butylamine are added. 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 65-75.



  A sample with water and then mixed with dilute hydrochloric acid results in a solution of the precipitate. The alcohol and the excess di-n-butyl-amine are then blown off with steam and, after cooling, 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. 43 parts by weight of pure di-n-butyl-aminoacet- (2-chloro-6-methyl-anilide) are obtained. The reaction with di-n-butylamine can also take place in benzene.



   PATENT CLAIM:
Process for the preparation of a new basic substituted fatty acid (2-halo-6methyl-anilide), characterized in that one is 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 of the present patent bil (let a process for the production 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, is reacted with di-n-butylamine. The radical X can be in a halogen atom or any other reactive substituent suitable for replacement with the basic radical, such as. B. e-iner alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of the group X against the di n-butyl-amine residue takes place, for. B. by simply heating with di-n-butyl-amine, if necessary in the presence of a basic condensing agent or an excess of di-n-butyl-amine. Di-n-butyl-aminoacet- (2-chloro-6-methyl-anilide) is a colorless oil boiling below 0.06 mm Hg at 145. The hydrochloride of the base melts at 145 to 1470. The new anilide is to be used as a local anesthetic and as an intermediate product for the production of further derivatives. Example: 31 parts by weight of chloroacet- (2-chloro-6-methyl-a. Nilide) (obtained by reacting 2 chloro-6-methyl-anuine with chloroacetyl chloride in the presence of sodium acetate, melting point 140 to 141) are in 80 parts by weight of ethanol suspended and with. 55 parts by weight of di-n-butylamine are added. 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 65-75. A sample with water and then mixed with dilute hydrochloric acid results in a solution of the precipitate. The alcohol and the excess di-n-butyl-amine are then blown off with steam and, after cooling, 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. 43 parts by weight of pure di-n-butyl-aminoacet- (2-chloro-6-methyl-anilide) are obtained. The reaction with di-n-butylamine can also take place in benzene. PATENT CLAIM: Process for the preparation of a new basic substituted fatty acid (2-halo-6methyl-anilide), characterized in that one is a compound of the formula EMI2.1 in which X is a reactive radical which is split off during the reaction, is reacted with di-n-butylamine. The di-n-butyl-aminoacet- (2-chloro-6-methyl-anilide) obtained in this way forms a colorless oil that boils at 0.06 mm Hg at 145. The hydrochloride of the base melts at 145-147. The new anilide will be used as a local anesthetic and as an intermediate product. SUBClaim: Process according to patent claim, characterized in that a haloacet (2-chloro-6-methyl-anilide) is reacted with di-n-butyl-amine.