CH311567A - 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 in that a compound of the formula is used
EMI0001.0007
    a compound of the formula
EMI0001.0009
    in which formulas X and Y are reactive residues that are split off during the reaction.



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



  Compounds of the formula II are, for example: β-pyrrolidino-propionic 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 carbon acid, etc.



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



  You can also use N- [2- (2'-methylphenoxy) ethyl-1] -N-methylamine or a salt thereof with an β-pyrrolidino-propionic acid halide (or a salt of such) or an anhydride to react.



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



  The N- [2- (2'-methyl-phenoxy) -ethyl-1] -N-methyl-ss-pyrrolidino-propionamide obtained in this way forms a colorless oil boiling below 0.09 mm at 179-180 .



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



  <I> Example: </I> 16 g of N- [2- (2'-methyl-phenoxy) -ethyl-1] -N methylamine in benzene are mixed with 20 g of ss-pyrrolidino-propionic acid chloride hydrochloride and 20 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 N- [2- (2'-methylphenoxy) - Ä.thyl-1] - NI -methyl-ß-pyrrolidino-propionamide, which is less than 0.09 mm at 179-180, is thus obtained in good yield the colorless oil.



  The reaction can also be carried out without dilution and. Condensation agents are carried out by, for example, the N- [2- (2'-llethyl-phenoxy) - ethyl-1] -N-methyl laminate with ss-pyrrolidino-propionic acid chloride hydrochloride heated dry, then the Re action mass with water diluted 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 is based on a compound of the formula EMI0002.0011 a compound of the formula EMI0002.0012 in which formulas X and Y are reactive radicals that split off during the reaction. The N- [2- (2'-llethy 1-phenoxy) -ät.hyl-1] -N -methy 1-ss-py rro- l.idino-propionamide obtained in this way is colorless, below 0.09 mm at 179-1.80 boiling oil. The new amide is to be used as a local anesthetic and as an intermediate product. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that N- [2- (2'-llethylphenoxy) -ethyl-1] -N-methyla.min is reacted with an ß-pyrrolidino-propionic acid halide.