CH311572A - Process for the production of a new basic substituted fatty acid amide. - Google Patents

Description

  

  



  Process for the production of a new basic substituted fatty acid amide.



   The present patent relates to a process for the preparation of a new basic substituted fatty acid amide, which is characterized in that a compound of the formula
EMI1.1
 a compound of the formula
EMI1.2
 in which formulas X and Y mean reactive residues which are split off during the reaction last.



   Compounds of the formula I that can be used for conversion include, for example: the free amine (Y = H), but also its sale, such as the hydrochloride or the sulfate.



   Examples of compounds of the formula II are: diethylamine acetic acid itself and its reactive functional derivatives such as its halides, its esters, its anhydrides, for example the pure and mixed anhydrides with phosphoric acid, sulfuric acid and carboxylic acid, etc.



   For example, N- [2- (4'-methylphenoxy) ethyl-1] -N-methylamine or also a salt thereof can be treated with diethylaminoacetic acid in the presence of a water-removing agent such as phosphorus pentoxide, phosphorus oxychloride, etc.



   N- [2- (4'-il2ethylphenoxy) ethyl-1] -N-methylamine or a salt thereof can also be reacted with a diethylaminoacetic acid halide (or a salt of one of these) or an anhydride.



   It is also possible to acylate N- [2- (4'-methyl-phenoxy) -ethyl-1] -N-methylamine with a diethylaminoacetic acid ester, preferably an aryl ester, at an elevated temperature.



   The N- [2- (4'methyl-phenyl) -ethyl-1] -N-methyl-diethylamino-acetic acid amide obtained in this way forms a colorless oil that boils below 0.04 mm at 139-140.



   The new amide will be used as a local anesthetic and as an intermediate product for the production of further derivatives.



   Example:
16 g of N- [2- (4'-methyl-phenoxy) -ethyl-1] -imethylamine in benzene are heated with a mixture of 18 g of diethylaminoacetic acid-chloride hydrochloride and 20 g of triethylamine. The triethylamine hydrochloride formed is then removed by shaking with water, the benzene solution is evaporated after drying and the residue is distilled in a high vacuum. The N- [2- (4'-methyl-phenoxy) ethyl-1] -N-methyl-diethylamino-acetic acid amide, which is a colorless oil boiling below 0.04 mm at 139140, is thus obtained in good yield .



   The reaction can also be carried out without diluting and condensing agents by, for example, heating the N- [2- (4'-methyl-phenoxy) -ethyl-1] -N-methylamine with diethylaminoacetic acid chloride hydrochloride dry , then diluted the reaction mass with water and worked up in the usual way.

 

Claims (1)

PATENT CLAIM: Process for the preparation of a new basic substituted fatty acid amide, characterized in that one refers to a compound of the formula EMI2.1 a compound of the formula EMI2.2 in which formulas X and Y mean reactive radicals which split off during the reaction, can act. The N- [2- (4 'methyl-phenoxy) -ethyl-1] -N-methyl-diethyl aminoacetic acid amide obtained in this way is a colorless 61 which boils below 0.04 mm at 139-140. The new amide will be used as a local anesthetic and as an intermediate product. SUBClaims: Process according to patent claim, characterized in that N- [2- (4-methyl phenoxy) -äthvl-l] -N-methylamine is reacted with a diethylaminoacetic acid halide.