CH311574A - 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 status of the present patent is a process for the preparation of a new base-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 radicals which split off during the reaction, can act.



   Compounds of 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 Ilydrochloride or the sulfate.



   As compounds of formula II, for example: Diethylaminoacetic 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 carbonic acid, etc.



   For example, N- [2- (3'-methylphenoxy) ethyl-1] -N-methylamine or a salt thereof can be treated with diethylaminoacetic acid in the presence of a dehydrating agent suitable for these purposes, such as phosphorus pentoxide, phosphorus oxychloride, etc.



   Furthermore, N- [2- (3'-methylphenoxy) ethyl-1] -N-methylamine or a salt thereof can also be reacted with a diethylaminoacetic acid halide (or a salt of such) or an anhydride.



   It is furthermore also possible to acylate N- [2- (3'-methyl-phenoxy) -ethyl-1] -N-methylamine with a diethylaminoacetic acid ester, preferably an aryl ester, at elevated temperature.



   The N- [2- (3 'methyl-phenoxy) -ethyl-1-N-methyl-diethyl-acetamide obtained in this way forms a colorless oil boiling below 0.04 mm at 140141.



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



   Example:
16 g of N- [2- (3'-methyl-phenoxy) -ethyl-1] -N-methylamine 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- (3'-methyl-phenoxy) -ethyl-1] -N-methylamine-diethylaminoacetamide, which is a colorless oil boiling below 0.04 mm at 140-141, is thus obtained in good yield.



   The reaction can also be carried out without a diluent or denser, for example by heating the N- [2 (3'-methyl-phenoxy) -ethyl-1] -N-methylmine dry with diethylaminoacetic acid chloride hydrochloride, then heating the freak - tion mass diluted with water and worked up in the usual way.



     PATENT CLAIMS:
Process for the preparation of a new basic substituted fatty acid amide, characterized in that one relies on a connection of the formula
EMI2.1
 a compound of the formula
EMI2.2
 in which formulas X and Y reactive, in the reaction mean spattling residues, can act.



   The N- [2- (3'-methyl-phenoxy) -ethyl-1] -methyl-diethylamino-acetamide obtained in this way is a colorless oil which boils at 140-14: 1 below 0.04 mm.



   The new amide will be used as a local anesthetic and as an intermediate product.



   SUBClaim:
A method according to claim, characterized in that N- [2- (3'-methylphenoxy) -ä, thyl-1] -N-methylamine is reacted with a diethylaminoacetic acid halide.

** WARNING ** End of DESC field could overlap beginning of CLMS **.



 

Claims (1)

** WARNING ** Beginning of CLMS field could overlap end of DESC **. which is a colorless oil boiling below 0.04 mm at 140-141. The reaction can also be carried out without a diluent or denser, for example by heating the N- [2 (3'-methyl-phenoxy) -ethyl-1] -N-methylmine dry with diethylaminoacetic acid chloride hydrochloride, then heating the freak - tion mass diluted with water and worked up in the usual way. PATENT CLAIMS: Process for the production of a new basic substituted fatty acid amide, characterized in that one relies on a connection of the formula EMI2.1 a compound of the formula EMI2.2 in which formulas X and Y reactive, in the reaction mean spattling residues, can act. The N- [2- (3'-methyl-phenoxy) -ethyl-1] -methyl-diethylamino-acetamide obtained in this way is a colorless oil which boils at 140-14: 1 below 0.04 mm. The new amide will be used as a local anesthetic and as an intermediate product. SUBClaim: A method according to claim, characterized in that N- [2- (3'-methylphenoxy) -ä, thyl-1] -N-methylamine is reacted with a diethylaminoacetic acid halide.