1,1-dioxo-4H-1lambda6,2-benzothiazin-3-one

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

実験手順: In toluene (7 mL) were suspended 2H-1,2-benzothiazin-3(4H)-one 1,1-dioxide (250 mg, 1.3 mmol.), 1-chloro-3-morpholino-1-phenylpropane (340 mg, 1.4 mmol.), potassium carbonate (250 mg, 1.8 mmol.) and a catalytic amount of cupper powder. The suspension was heated for 12 hours under refluxing. The reaction liquid was cooled, and the insolubles were filtered off. The solvent was distilled off to leave a residue. To the residue were added water and ethyl acetate, and the organic layer was taken out. The organic solution was washed with water and an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the resulting residue was treated by silica gel column chromatogrpahy (ethyl acetate) to give the free base of the desired compound (180 mg) as an oil. The free base was treated in the conventional manner to convert into the desired fumarate. The suspension was heated for 12 hours under refluxing The reaction liquid was cooled the insolubles were filtered off The solvent was distilled off to leave a residue The organic solution was washed with water an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate The solvent was distilled off the resulting residue was treated by silica gel column chromatogrpahy (ethyl acetate)

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

実験手順: In toluene (7 mL) were suspended 2H-1,2-benzothiazin-3(4H)-one 1,1-dioxide (250 mg, 1.3 mmol.), 1-chloro-3-morpholino-1-phenylpropane (340 mg, 1.4 mmol.), potassium carbonate (250 mg, 1.8 mmol.) and a catalytic amount of cupper powder. The suspension was heated for 12 hours under refluxing. The reaction liquid was cooled, and the insolubles were filtered off. The solvent was distilled off to leave a residue. To the residue were added water and ethyl acetate, and the organic layer was taken out. The organic solution was washed with water and an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the resulting residue was treated by silica gel column chromatogrpahy (ethyl acetate) to give the free base of the desired compound (180 mg) as an oil. The free base was treated in the conventional manner to convert into the desired fumarate. The suspension was heated for 12 hours under refluxing The reaction liquid was cooled the insolubles were filtered off The solvent was distilled off to leave a residue The organic solution was washed with water an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate The solvent was distilled off the resulting residue was treated by silica gel column chromatogrpahy (ethyl acetate)

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

実験手順: In toluene (7 mL) were suspended 2H-1,2-benzothiazin-3(4H)-one 1,1-dioxide (250 mg, 1.3 mmol.), 1-chloro-3-morpholino-1-phenylpropane (340 mg, 1.4 mmol.), potassium carbonate (250 mg, 1.8 mmol.) and a catalytic amount of cupper powder. The suspension was heated for 12 hours under refluxing. The reaction liquid was cooled, and the insolubles were filtered off. The solvent was distilled off to leave a residue. To the residue were added water and ethyl acetate, and the organic layer was taken out. The organic solution was washed with water and an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the resulting residue was treated by silica gel column chromatogrpahy (ethyl acetate) to give the free base of the desired compound (180 mg) as an oil. The free base was treated in the conventional manner to convert into the desired fumarate. The suspension was heated for 12 hours under refluxing The reaction liquid was cooled the insolubles were filtered off The solvent was distilled off to leave a residue The organic solution was washed with water an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate The solvent was distilled off the resulting residue was treated by silica gel column chromatogrpahy (ethyl acetate)