CH311570A - 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 of the present patent is a process for the preparation of a new basic substituted fatty acid amide, which is characterized in that one is based on a compound of the formula
EMI0001.0004
    a compound of the formula
EMI0001.0005
    in which formulas X and Y are reactive residues that are split off during the reaction.



  Examples of possible compounds of the formula I for conversion are: The free amine (Y = H), but also its salts, such as, for example, the hydrochloride or the sulfate.



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



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



  You can also use N- [2- (2'-methylphenoxy) ethyl-1] -N-methylamine or a. Bring the salt of the same with a piperidinoacetic acid halide (or a salt of such) or an anhydride to react.



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



  The N- [2- (2'-methyl-phenoxy) -ethyl-1] -N-methyl-piperidino-acetamide obtained in this way forms a colorless oil boiling below 0.25 mm at 183-185.



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



  <I> Example: </I> 16 g of N- [2- (2'-methyl-phenoxy) -ethyl-1] -N-methylamine in benzene are heated with a mixture of 20 g of piperidinoacetic acid chloride 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- (2'-methyl-phenoxy) -ethyl-1] -N-methyl-piperidinoacetamide, which is a colorless oil boiling below 0.25 mm at 183-185, is thus obtained in good yield. The reaction can also be carried out without diluents and condensation agents by, for example, the N- [2- (2 '-' L # Ieth -% - 1-phenoxy) - ethyl-1] -N-methyl- amine heated dry with piperidinoacetic acid chloride hydrochloride,

   then the Re action mass diluted with water and worked up in the usual way.

 

Claims (1)

PATENT CLAIM: Process for the preparation of a new basic substituted Pettsäureamides, characterized in that one is based on a compound of the formula EMI0002.0010 a compound of the formula EMI0002.0011 in which formulas N and V are reactive residues that are split off during the reaction. The N- [2- (2'-DIethylphenoxy) ethyl-1] -N-methylpiperidinoacetamide obtained in this way is a colorless oil which boils at 183-185 below 0.25 mm. The new amide will be used as a local anesthetic and as an intermediate product. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that N- [2- (2'-methy 1-phenoxy) -ä.thyl-1] -N-methylamine is reacted with a piperidinoess: acid halide.