2-ethylsulfanylacetic acid

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1.3 g of ethylmercaptoacetic acid are dissolved in 25 ml of N,N-dimethylformamide, and 2.3 g of N,N-carbonyldiimidazole are added. After 15 minutes at RT, the mixture is heated for 5 minutes at 90° ET. Then 3.5 g of 1-[4-(N-methylamino)benzoyl]-4-[2-(4-chlorophenyl)ethyl]piperazine (see European Patent Application No. 489 690, Example 9) are added thereto, and the reaction mixture is kept at 110° ET for 14 hours. The mixture is concentrated by evaporation and the oil is chromatographed over silica gel (eluant: dichloromethane/acetone 8:2). Treatment with alcoholic hydrochloric acid yields 1-{4-[N-methyl-N-ethylmercaptoacetylamino]benzoyl}-4-[2-(4-chlorophenyl)ethyl]piperazine hydrochloride having a melting point of 163°-164°. the mixture is heated for 5 minutes at 90° ET. is kept at 110° for 14 hours The mixture is concentrated by evaporation the oil is chromatographed over silica gel (eluant: dichloromethane/acetone 8:2)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 0.10 g of 3-[3-chloro-4-[N-(methyl)aminomethyl]phenyl]-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole and 0.038 g of (ethylthio)acetic acid in 3 mL of dichloromethane, 0.089 g of 1-[3-(dimethylamino) propyl]-3-ethylcarbodiimide hydrochloride was added and the resultant mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the reaction mixture was washed with water (5 mL×1) and then dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order, and then the solvent was distilled off under reduced pressure. The resultant residue was purified by preparative medium pressure liquid chromatography eluting with ethyl acetate-hexane (a gradient from 1:5 to 1:3) using a medium pressure preparative apparatus (trade name: YFLC-Wprep; manufactured by Yamazen Corporation) to obtain 0.083 g of the objective substance as a colorless resinoid. After the completion of the reaction the reaction mixture was washed with water (5 mL×1) dried over saturated saline and anhydrous sodium sulfate in this order the solvent was distilled off under reduced pressure The resultant residue was purified by preparative medium pressure liquid chromatography eluting with ethyl acetate-hexane (a gradient from 1:5 to 1:3) to obtain 0.083 g of the objective substance as a colorless resinoid