CH311610A - Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide). - Google Patents

Description

  

  



  Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).



   The subject of the present patent is a process for the preparation of a new basic substituted fatty acid (2-halo-6-methyl-anilide), which is marked as a compound of the formula
EMI1.1
 in which X denotes a reactive Best which is split off during the reaction, reacts with isopropylamine.



   The rest of X can be in a Ha. logenatom or any other reactive substituents suitable for exchange with the basic radical, such as B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against the isopropylamine residue takes place, for. B. by simply heating with isopropylamine, if necessary, in the presence of a basic condensing agent or isopropylamine in excess. Isopropyl-amino-acet- (2-chloro-6-methyl-anilide) is a colorless oil that boils below 0.01 mm Hg at 132.

   The hydrochloride of the base melts at 178-180.



   The new anilide salol can be used as a local anesthetic and as an intermediate product for the production of further derivatives.



   Example:
36 parts by weight of chloroacet- (2-chloro-6-methyl-anilide) (obtained by reacting 2-chloro-6-methyl-aniline with chloroethyl chloride in the presence of sodium acetate, melting point 140 to 141) are aqueous in 200 parts by weight 60% isopropylamine solution suspended. The temperature rises slightly and a large part of the reaction mixture goes into solution. The mixture is then stirred for 4 hours at room temperature, and then for a few hours in a closed vessel at 100-120. A sample with water and then mixed with dilute hydrochloric acid results in a solution of the precipitate.

   The alcohol and the excess isopropylamine are then blown off with steam and, after cooling, the remaining oil is absorbed in ether. After the ethereal solution has dried and the solvent has been driven off, an oil remains which is purified by vacuum distillation.



  35 parts by weight of pure isopropyl aminoa are obtained. cet- (2-chloro-6-methyl-anilide). The reaction with isopropylamine can also take place in benzene.



   PATENT CLAIM:
Process for the preparation of a new basic substituted fatty acid (2-halogen-6methyl-anilide), characterized in that a compound of the formula

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



 

Claims (1)

** WARNING ** Beginning of CLMS field could overlap end of DESC **. Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide). The subject of the present patent is a process for the preparation of a new basic substituted fatty acid (2-halo-6-methyl-anilide), which is marked as a compound of the formula EMI1.1 in which X denotes a reactive Best which is split off during the reaction, reacts with isopropylamine. The rest of X can be in a Ha. logenatom or any other reactive substituents suitable for exchange with the basic radical, such as B. an alkylsulfonyloxy or arylsulfonyloxy group exist. The exchange of group X against the isopropylamine residue takes place, for. B. by simply heating with isopropylamine, if necessary, in the presence of a basic condensing agent or isopropylamine in excess. Isopropyl-amino-acet- (2-chloro-6-methyl-anilide) is a colorless oil that boils below 0.01 mm Hg at 132. The hydrochloride of the base melts at 178-180. The new anilide salol can be used as a local anesthetic and as an intermediate product for the production of further derivatives. Example: 36 parts by weight of chloroacet- (2-chloro-6-methyl-anilide) (obtained by reacting 2-chloro-6-methyl-aniline with chloroethyl chloride in the presence of sodium acetate, melting point 140 to 141) are aqueous in 200 parts by weight 60% isopropylamine solution suspended. The temperature rises slightly and a large part of the reaction mixture goes into solution. The mixture is then stirred for 4 hours at room temperature, and then for a few hours in a closed vessel at 100-120. A sample with water and then mixed with dilute hydrochloric acid results in a solution of the precipitate. The alcohol and the excess isopropylamine are then blown off with steam and, after cooling, the remaining oil is absorbed in ether. After the ethereal solution has dried and the solvent has been driven off, an oil remains which is purified by vacuum distillation. 35 parts by weight of pure isopropyl aminoa are obtained. cet- (2-chloro-6-methyl-anilide). The reaction with isopropylamine can also take place in benzene. PATENT CLAIM: Process for the preparation of a new basic substituted fatty acid (2-halogen-6methyl-anilide), characterized in that a compound of the formula EMI2.1 in which X is a reactive radical which is split off during the reaction, is reacted with isopropylamine. The isopropylaminoacet- (2-chloro-6-methyl-anilide) obtained in this way forms a colorless oil that boils below 0.01 mm Hg at 132¯. The base hydrochloride melts at 178-180. The new anilide is said to be used as a local anÏesthetic and as an intermediate. Find use. SUBClaim: Process according to patent claim, characterized in that a haloacet (2 chloro-6-methyl-anilide) is allowed to react with isopropylamine.