2-羟乙基二硫化物

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

实验步骤: 10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 ml of ethyl acetate (EtOAc). At 0° C., 16.35 g of methanesulphonyl chloride diluted in 35 ml of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced, and the stirring is continued at ambient temperature for 4 h 30. 8.2 g of methanesulphonyl chloride are added dropwise at 15° C., and then the stirring is maintained at ambient temperature for 17 h. The precipitate is filtered off and washed with 3 times 50 ml of EtOAc. The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl), and are then dried over anhydrous sodium sulphate (Na2SO4). The EtOAc is evaporated off, and 17.49 g of pale yellow translucent oil are recovered and stored at −25° C. The analyses indicate that the product is in conformity and pure. are added dropwise to the reaction medium with rapid stirring The precipitate is filtered off washed with 3 times 50 ml of EtOAc The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl) are then dried over anhydrous sodium sulphate (Na2SO4) The EtOAc is evaporated off 17.49 g of pale yellow translucent oil are recovered stored at −25° C

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

实验步骤: A solution of mitomycin A (100 mg or 0.286 mmole) in 4 ml of 2-hydroxyethyldisulphide was stirred at room temperature and under nitrogen for 45 minutes with 240 mg of a 1.6% solution of KOH in 2-hydroxyethyldisulphide. The reaction mixture was decomposed with excess dry ice while immersing the flask into a water bath at room temperature. The reaction mixture was chromatographed on a silica gel column using CHCl3 -acetone 1:1 and the CHCl3 -MeOH 9:1 as solvent systems. The product was further purified by preparative thin layer chromatography on silica gel using CHCl3 -acetone 3:7. Thus, there was obtained 23 mg (44%) of the desired product, having a melting point of 87°-95° C. (decomposition) and providing the following analysis: at room temperature The reaction mixture was chromatographed on a silica gel column The product was further purified by preparative thin layer chromatography on silica gel

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

实验步骤: A solution of mitomycin A (100 mg or 0.286 mmole) in 4 ml of 2-hydroxyethyldisulphide was stirred at room temperature and under nitrogen for 45 minutes with 240 mg of a 1.6% solution of KOH in 2-hydroxyethyldisulphide. The reaction mixture was decomposed with excess dry ice while immersing the flask into a water bath at room temperature. The reaction mixture was chromatographed on a silica gel column using CHCl3 -acetone 1:1 and the CHCl3 -MeOH 9:1 as solvent systems. The product was further purified by preparative thin layer chromatography on silica gel using CHCl3 -acetone 3:7. Thus, there was obtained 23 mg (44%) of the desired product, having a melting point of 87°-95° C. (decomposition) and providing the following analysis: at room temperature The reaction mixture was chromatographed on a silica gel column The product was further purified by preparative thin layer chromatography on silica gel

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

实验步骤: 10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 mL of ethyl acetate (EtOAc). At 0° C., 16.35 g of methanesulfonyl chloride diluted in 35 mL of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced and stirring is continued at room temperature for 4 hours 30 minutes. 8.2 g of methanesulfonyl chloride are added dropwise at 15° C. and stirring is continued at room temperature for 17 hours. The precipitate is filtered off and washed with three times 50 mL of EtOAc. The organic phases are extracted with 100 mL of ice-water, 100 mL of water, three times 50 mL of saturated sodium hydrogen carbonate solution (NaHCO3), twice 20 mL of saturated sodium chloride solution (NaCl), and then dried over anhydrous sodium sulfate (Na2SO4). The EtOAc is evaporated off, and 17.49 g of a clear pale yellow oil are collected and stored at −25° C. The analyses indicate that the product is in accordance and pure. are added dropwise to the reaction medium with rapid stirring stirring is continued at room temperature for 17 hours The precipitate is filtered off washed with three times 50 mL of EtOAc The organic phases are extracted with 100 mL of ice-water, 100 mL of water, three times 50 mL of saturated sodium hydrogen carbonate solution (NaHCO3), twice 20 mL of saturated sodium chloride solution (NaCl) dried over anhydrous sodium sulfate (Na2SO4) The EtOAc is evaporated off 17.49 g of a clear pale yellow oil are collected stored at −25° C

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

实验步骤: 10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 ml of ethyl acetate (EtOAc). At 0° C., 16.35 g of methanesulphonyl chloride diluted in 35 ml of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced, and the stirring is continued at ambient temperature for 4 h 30. 8.2 g of methanesulphonyl chloride are added dropwise at 15° C., and then the stirring is maintained at ambient temperature for 17 h. The precipitate is filtered off and washed with 3 times 50 ml of EtOAc. The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl), and are then dried over anhydrous sodium sulphate (Na2SO4). The EtOAc is evaporated off, and 17.49 g of pale yellow translucent oil are recovered and stored at −25° C. The analyses indicate that the product is in conformity and pure. are added dropwise to the reaction medium with rapid stirring The precipitate is filtered off washed with 3 times 50 ml of EtOAc The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl) are then dried over anhydrous sodium sulphate (Na2SO4) The EtOAc is evaporated off 17.49 g of pale yellow translucent oil are recovered stored at −25° C

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

实验步骤: A method for making 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide by cyclization of the intermediate 2-[(2-hydroxyethyl)thio]-3-oxo-N-phenyl-butanamide, in which this intermediate is obtained by the reaction of di-(2-hydroxyethyl) disulfide with acetoacetanilide.

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

实验步骤: N,N-Diisopropylethylamine (4.35 ml) and 1.70 ml of methanesulfonyl chloride were added to a suspension of 1.22 ml of 2-hydroxyethyl disulfide in 30 ml of dichloromethane at −40° C. under an argon atmosphere. The mixture was stirred at that temperature for 30 min. The reaction solution was then diluted with dichloromethane, and the diluted solution was washed with an dilute aqueous hydrochloric acid solution, an aqueous sodium hydrogencarbonate solution, and water in that order, and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure to prepare 3.08 g of 2-methanesulfonyloxyethyl disulfide. the diluted solution was washed with an dilute aqueous hydrochloric acid solution an aqueous sodium hydrogencarbonate solution, and water in that order, and was dried over anhydrous magnesium sulfate The solvent was removed by distillation under the reduced pressure to prepare 3.08 g of 2-methanesulfonyloxyethyl disulfide

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

实验步骤: 10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 ml of EtOAc. At 0° C., 16.35 g of methanesulphonyl chloride diluted in 35 ml of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced, and the stirring is continued at ambient temperature for 4 h 30. 8.2 g of methanesulphonyl chloride are added dropwise at 15° C., and then the stirring is maintained at ambient temperature for 17 h. The precipitate is filtered off and washed with 3 times 50 ml of EtOAc. The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, with 3 times 50 ml of a saturated solution of NaHCO3 and with twice 20 ml of saturated NaCl, and are then dried over anhydrous Na2SO4. The EtOAc is evaporated off, and 17.49 g of pale yellow translucent oil are recovered. The analyses indicate that the product is in conformity. are added dropwise to the reaction medium with rapid stirring The precipitate is filtered off washed with 3 times 50 ml of EtOAc The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, with 3 times 50 ml of a saturated solution of NaHCO3 and with twice 20 ml of saturated NaCl are then dried over anhydrous Na2SO4 The EtOAc is evaporated off 17.49 g of pale yellow translucent oil are recovered

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

实验步骤: A solution of mitomycin A (100 mg or 0.286 mmole) in 4 ml of 2-hydroxyethyldisulphide was stirred at room temperature and under nitrogen for 45 minutes with 240 mg of a 1.6% solution of KOH in 2-hydroxyethyldisulphide. The reaction mixture was decomposed with excess dry ice while immersing the flask into a water bath at room temperature. The reaction mixture was chromatographed on a silica gel column using CHCl3 -acetone 1:1 and the CHCl3 -MeOH 9:1 as solvent systems. The product was further purified by preparative thin layer chromatography on silica gel using CHCl3 -acetone 3:7. Thus, there was obtained 23 mg (44%) of the desired product, having a melting point of 87°-95° C. (decomposition) and providing the following analysis: at room temperature The reaction mixture was chromatographed on a silica gel column The product was further purified by preparative thin layer chromatography on silica gel