CH311556A - 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 subject matter of the present patent is a process for the preparation of a new basic substituted fatty acid amide, which is characterized by a compound of the formula
EMI1.1
 a compound of the formula
EMI1.2
 in which formulas X and Y mean reactive radicals which split off during the reaction, can act.



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



   As compounds of formula II, for example: Diethylaminoacetic acid itself and its reactive functional derivatives such as their halides, their esters, their anhydrides, for example the pure and ranch the mixed anhydrides with phosphoric acid, sulfuric acid and carbonic acid, etc.



   For example, N- [2- (2 ', 4', 6'-trimethylphenoxy) ethy] -1] methylamine or a salt thereof in the presence of a dehydrating agent suitable for these purposes, such as phosphorus pentoxide, phosphorus - Treat oxychloride etc. with diethylaminoacetic acid.



   N- [2- (2 ', 4', 6'-Tri-methyl-phenoxy) -ethyl-1] -methylamine or a salt thereof with a diethylaminoacetic acid halide (or a salt of such) or an anhydride can also be used to react.



   It is also possible to use N- [2- (2 ', 4', 6'-trimethyl-phenoxy) -ethyl-1] -methylamine with a diethylaminoacetic acid. acid esters, preferably an aryl ester, to be acylated at elevated temperature.



   The diethylaminoacetic acid-N- [2- (2 ', 4', 6'-trimethyl-phenoxy) -ethyl-1] -methylamide obtained in this way forms a colorless, less than 0.02 mm m at 155- 156 boiling oil.



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



   Example: 19.3 g of N- [2- (2 ', 4', 6'-trimethylphenoxy) - ethyl-1] -methylamine in benzene are mixed with 18.6 g of diethylaminoacetic acid chloride hydrochloride and 20.2 g of triethylamine heated. 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 diethylaminoacetic acid-N- [2- (2 ', 4', 6'-trimethyl-phenoxy) -ethyl-1] -methylamide, which has a lower than 0.02 mm at 155- 156 represents boiling colorless oil.



   The reaction can also be carried out without a diluent and condensing agent, for example by heating the diethylaminoacetic acid chloride hydrochloride dry with N- [2- (2 ', 4', 6'-trimethylphenoxy) ethyl-ll-methylamine, followed by heating the reaction mass is diluted 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 diethyl aminoacetic acid-N- [2- (2 ', 4', 6'-trimethyl-phenoxy) -ethyl-1] -methylamide obtained in this way is a colorless, below 0.02 mm boiling at 155-156 ( )]. The new amide is to be used as a local anesthetic and as an intermediate product. SUBClaim: Process according to patent claim, characterized in that N- [2- (2 ', 4', 6'-Tri-methyl-phenoxy) -ethyl-1] -methylamine is reacted with a diethylaminoacetic acid halide.