芥子气

反应条件: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 2-Imino-3(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline can be obtained in the following manner: A mixture of 6-trifluoromethyl-2-benzothiazolamine (32.3 g), 2-chloroethylsulphide (18 cc) and methylethylketone (20 cc) is heated under reflux for 16 hours. After cooling to 20° C., acetone (20 cc) is added and the solution obtained is poured into a mixture of ethyl acetate (200 cc) and petroleum ether (40°-60° C., 200 cc). The precipitate obtained is filtered off, taken up in water, and made alkaline with 28% ammonia. The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) and purified on a column of silica (600 g), eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume). 2-Imino-3-(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline (33.2 g), m.p. 50° C., is thus obtained. is heated under reflux for 16 hours the solution obtained The precipitate obtained is filtered off The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) purified on a column of silica (600 g) eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume)

反应条件: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 2-Imino-3(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline can be obtained in the following manner: A mixture of 6-trifluoromethyl-2-benzothiazolamine (32.3 g), 2-chloroethylsulphide (18 cc) and methylethylketone (20 cc) is heated under reflux for 16 hours. After cooling to 20° C., acetone (20 cc) is added and the solution obtained is poured into a mixture of ethyl acetate (200 cc) and petroleum ether (40°-60° C., 200 cc). The precipitate obtained is filtered off, taken up in water, and made alkaline with 28% ammonia. The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) and purified on a column of silica (600 g), eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume). 2-Imino-3-(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline (33.2 g), m.p. 50° C., is thus obtained. is heated under reflux for 16 hours the solution obtained The precipitate obtained is filtered off The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) purified on a column of silica (600 g) eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume)

反应条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 2-(2-hydroxy-ethylsulfanyl)-ethanol (13.17 g), thionyl chloride (24 mL) in DCM (250 mL) was stirred in an ice/water bath overnight. Then the reaction mixture was concentrated to give crude product 1-chloro-2-(2-chloro-ethylsulfanyl)-ethane (100%), which was used directly in the next step. DBU (42.04 mL) was added slowly to a solution of cyano-acetic acid tert-butyl ester (13.23 g) and 1-chloro-2-(2-chloro-ethylsulfanyl)-ethane (all the crude from previous step) in DMF (200 mL) at rt and then the reaction mixture was stirred in an oil bath (bath temperature=80° C.) overnight. The reaction was cooled, diluted with EtOAc, then washed with cold water, dil. NaCl solution; EtOAc phase was dried over anhydrous sodium sulfate, filtered, concentrated; the residue was column purified to give title compound (7.961 g). 1H NMR in CDCl3, δ in ppm: 3.1-2.9 (m, 2H), 2.7-2.5 (m, 2H), 2.45-2.35 (m, 2H), 2.2-2.1 (m, 2H), 1.51 (s, 9H). The reaction was cooled washed with cold water, dil. NaCl solution EtOAc phase was dried over anhydrous sodium sulfate filtered concentrated purified

反应条件: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 2-Imino-3(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline can be obtained in the following manner: A mixture of 6-trifluoromethyl-2-benzothiazolamine (32.3 g), 2-chloroethylsulphide (18 cc) and methylethylketone (20 cc) is heated under reflux for 16 hours. After cooling to 20° C., acetone (20 cc) is added and the solution obtained is poured into a mixture of ethyl acetate (200 cc) and petroleum ether (40°-60° C., 200 cc). The precipitate obtained is filtered off, taken up in water, and made alkaline with 28% ammonia. The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) and purified on a column of silica (600 g), eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume). 2-Imino-3-(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline (33.2 g), m.p. 50° C., is thus obtained. is heated under reflux for 16 hours the solution obtained The precipitate obtained is filtered off The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) purified on a column of silica (600 g) eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume)