trichloro(isocyanato)methane

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:

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

実験手順: A solution of trichloromethyl isocyanate (16 grams; 0.1 mol) in diethyl ether (40 ml) is added dropwise, with stirring, to a solution of N-(3,4-dichlorophenyl) hydroxylamine (17.8 grams; 0.1 mol) in diethyl ether (60 ml) at room temperature. Stirring is continued for a period of about 1 hour resulting in the formation of a precipitate. The precipitate is recovered by filtration, is washed and dried to yield 1-trichloromethyl-3-(3',4'-dichlorophenyl)-3-hydroxyurea. resulting in the formation of a precipitate The precipitate is recovered by filtration is washed dried

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

実験手順: A solution of trichloromethyl isocyanate (16 grams; 0.1 mol) in diethyl ether (40 ml) is added dropwise, with stirring, to a solution of N-(3,4-dichlorophenyl) hydroxylamine (17.8 grams; 0.1 mol) in diethyl ether (60 ml) at room temperature. Stirring is continued for a period of about 1 hour resulting in the formation of a precipitate. The precipitate is recovered by filtration, is washed and dried to yield 1-trichloromethyl-3-(3',4'-dichlorophenyl)-3-hydroxyurea. resulting in the formation of a precipitate The precipitate is recovered by filtration is washed dried

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

実験手順: A solution of trichloromethyl isocyanate (16 grams; 0.1 mol) in diethyl ether (40 ml) is added dropwise, with stirring, to a solution of N-(3,4-dichlorophenyl) hydroxylamine (17.8 grams; 0.1 mol) in diethyl ether (60 ml) at room temperature. Stirring is continued for a period of about 1 hour resulting in the formation of a precipitate. The precipitate is recovered by filtration, is washed and dried to yield 1-trichloromethyl-3-(3',4'-dichlorophenyl)-3-hydroxyurea. resulting in the formation of a precipitate The precipitate is recovered by filtration is washed dried

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

実験手順: A solution of trichloromethyl isocyanate (16 grams; 0.1 mol) in diethyl ether (40 ml) is added dropwise, with stirring, to a solution of N-(3,4-dichlorophenyl) hydroxylamine (17.8 grams; 0.1 mol) in diethyl ether (60 ml) at room temperature. Stirring is continued for a period of about 1 hour resulting in the formation of a precipitate. The precipitate is recovered by filtration, is washed and dried to yield 1-trichloromethyl-3-(3',4'-dichlorophenyl)-3-hydroxyurea. resulting in the formation of a precipitate The precipitate is recovered by filtration is washed dried

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

実験手順: To a solution of ethyl 2-aminothiazol-4-ylacetate (1.86 g.) in dried ethyl acetate (37 ml.) was dropwise added trichloromethylisocyanate (1.6 g.) with stirring under ice-cooling. The mixture was stirred for 2 hours at room temperature, and trichloromethylisocyanate (0.32 g.) was further added thereto, and then the mixture was further stirred for 1 hour at room temperature. After the reaction, the reaction mixture was filtered. The filtrate was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and then the solvent was distilled off therefrom. The residue was pulverized in diethyl ether to give colorless crystals of ethyl 2-(3-trichloromethylureido)thiazol-4-ylacetate (1.72 g.). cooling The mixture was stirred for 2 hours at room temperature the mixture was further stirred for 1 hour at room temperature After the reaction the reaction mixture was filtered The filtrate was washed with a saturated aqueous solution of sodium chloride dried over magnesium sulfate the solvent was distilled off

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

実験手順: To a solution of ethyl 2-aminothiazol-4-ylacetate (1.86 g.) in dried ethyl acetate (37 ml.) was dropwise added trichloromethylisocyanate (1.6 g.) with stirring under ice-cooling. The mixture was stirred for 2 hours at room temperature, and trichloromethylisocyanate (0.32 g.) was further added thereto, and then the mixture was further stirred for 1 hour at room temperature. After the reaction, the reaction mixture was filtered. The filtrate was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and then the solvent was distilled off therefrom. The residue was pulverized in diethyl ether to give colorless crystals of ethyl 2-(3-trichloromethylureido)thiazol-4-ylacetate (1.72 g.). cooling The mixture was stirred for 2 hours at room temperature the mixture was further stirred for 1 hour at room temperature After the reaction the reaction mixture was filtered The filtrate was washed with a saturated aqueous solution of sodium chloride dried over magnesium sulfate the solvent was distilled off

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

実験手順: Trichloro-isocyanato-methane (39 uL, 0.33 mmol, 2.0 eq) was added to 3-[3-(2-hydroxy-ethyl)-5-isopropyl-1-(4-methoxy-benzyl)-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile (76 mg, 0.165 mmol) in 2 mL of DCM. The reaction mixture was stirred at room temperature for 10 minutes. HPLC and LC-MS showed complete reaction of the starting materials. Ammonia gas was bubbled into 3 mL DCM in a test tube (keep bubbling for 5 minutes). The ammonia solution was added to the above reaction mixture. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was filtered and concentrated down and purified (silica gel, 0-80% EtOAC/hexane) to give a white powder (42 mg, 51%). LC-MS shows 505.0 (M+1). reaction of the starting materials Ammonia gas was bubbled into 3 mL DCM in a test tube (keep bubbling for 5 minutes) The ammonia solution was added to the above reaction mixture The reaction mixture was stirred at room temperature for 2 hours The reaction mixture was filtered concentrated down purified (silica gel, 0-80% EtOAC/hexane)

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

実験手順: A solution of trichloromethyl isocyanate (16 grams; 0.1 mol) in diethyl ether (40 ml) is added dropwise, with stirring, to a solution of N-(3,4-dichlorophenyl) hydroxylamine (17.8 grams; 0.1 mol) in diethyl ether (60 ml) at room temperature. Stirring is continued for a period of about 1 hour resulting in the formation of a precipitate. The precipitate is recovered by filtration, is washed and dried to yield 1-trichloromethyl-3-(3',4'-dichlorophenyl)-3-hydroxyurea. resulting in the formation of a precipitate The precipitate is recovered by filtration is washed dried

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

実験手順: To a solution of ethyl 2-aminothiazol-4-ylacetate (1.86 g.) in dried ethyl acetate (37 ml.) was dropwise added trichloromethylisocyanate (1.6 g.) with stirring under ice-cooling. The mixture was stirred for 2 hours at room temperature, and trichloromethylisocyanate (0.32 g.) was further added thereto, and then the mixture was further stirred for 1 hour at room temperature. After the reaction, the reaction mixture was filtered. The filtrate was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and then the solvent was distilled off therefrom. The residue was pulverized in diethyl ether to give colorless crystals of ethyl 2-(3-trichloromethylureido)thiazol-4-ylacetate (1.72 g.). cooling The mixture was stirred for 2 hours at room temperature the mixture was further stirred for 1 hour at room temperature After the reaction the reaction mixture was filtered The filtrate was washed with a saturated aqueous solution of sodium chloride dried over magnesium sulfate the solvent was distilled off