N-[chloro(phenyl)methylidene]benzenecarbohydrazonoyl chloride

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.5 g (16 mmol) of 1,2-bis(chloro(phenyl)methylene)hydrazine, 2.0 g (16 mmol) of 4-bromoaniline, and 30 mL of N,N-dimethylaniline were put into a 100 mL three-neck flask, and nitrogen substitution was performed on the contents of the flask. The mixture was stirred at 135° C. for 5 hours. After the reaction, a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid and the mixture being stirred for 30 minutes. Suction filtration was performed on the precipitated solid, and a solid was obtained. The obtained solid was dissolved in toluene and washed with water and a saturated sodium carbonate solution, in the order given. Magnesium sulfate was added to an organic layer, and the mixture was dried. Suction filtration was performed on the mixture to remove the magnesium sulfate, and thus a filtrate was obtained. The solid, which was obtained by condensation of the obtained filtrate, was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which was the object of the synthesis, was obtained at a yield of 38%. After the reaction a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid the mixture being stirred for 30 minutes Suction filtration a solid was obtained washed with water Magnesium sulfate was added to an organic layer the mixture was dried Suction filtration to remove the magnesium sulfate thus a filtrate was obtained The solid, which was obtained by condensation of the obtained filtrate was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which the object of the synthesis was obtained at a yield of 38%

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.5 g (16 mmol) of 1,2-bis(chloro(phenyl)methylene)hydrazine, 2.0 g (16 mmol) of 4-bromoaniline, and 30 mL of N,N-dimethylaniline were put into a 100 mL three-neck flask, and nitrogen substitution was performed on the contents of the flask. The mixture was stirred at 135° C. for 5 hours. After the reaction, a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid and the mixture being stirred for 30 minutes. Suction filtration was performed on the precipitated solid, and a solid was obtained. The obtained solid was dissolved in toluene and washed with water and a saturated sodium carbonate solution, in the order given. Magnesium sulfate was added to an organic layer, and the mixture was dried. Suction filtration was performed on the mixture to remove the magnesium sulfate, and thus a filtrate was obtained. The solid, which was obtained by condensation of the obtained filtrate, was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which was the object of the synthesis, was obtained at a yield of 38%. After the reaction a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid the mixture being stirred for 30 minutes Suction filtration a solid was obtained washed with water Magnesium sulfate was added to an organic layer the mixture was dried Suction filtration to remove the magnesium sulfate thus a filtrate was obtained The solid, which was obtained by condensation of the obtained filtrate was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which the object of the synthesis was obtained at a yield of 38%

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.5 g (16 mmol) of 1,2-bis(chloro(phenyl)methylene)hydrazine, 2.0 g (16 mmol) of 4-bromoaniline, and 30 mL of N,N-dimethylaniline were put into a 100 mL three-neck flask, and nitrogen substitution was performed on the contents of the flask. The mixture was stirred at 135° C. for 5 hours. After the reaction, a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid and the mixture being stirred for 30 minutes. Suction filtration was performed on the precipitated solid, and a solid was obtained. The obtained solid was dissolved in toluene and washed with water and a saturated sodium carbonate solution, in the order given. Magnesium sulfate was added to an organic layer, and the mixture was dried. Suction filtration was performed on the mixture to remove the magnesium sulfate, and thus a filtrate was obtained. The solid, which was obtained by condensation of the obtained filtrate, was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which was the object of the synthesis, was obtained at a yield of 38%. After the reaction a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid the mixture being stirred for 30 minutes Suction filtration a solid was obtained washed with water Magnesium sulfate was added to an organic layer the mixture was dried Suction filtration to remove the magnesium sulfate thus a filtrate was obtained The solid, which was obtained by condensation of the obtained filtrate was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which the object of the synthesis was obtained at a yield of 38%

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.5 g (16 mmol) of 1,2-bis(chloro(phenyl)methylene)hydrazine, 2.0 g (16 mmol) of 4-bromoaniline, and 30 mL of N,N-dimethylaniline were put into a 100 mL three-neck flask, and nitrogen substitution was performed on the contents of the flask. The mixture was stirred at 135° C. for 5 hours. After the reaction, a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid and the mixture being stirred for 30 minutes. Suction filtration was performed on the precipitated solid, and a solid was obtained. The obtained solid was dissolved in toluene and washed with water and a saturated sodium carbonate solution, in the order given. Magnesium sulfate was added to an organic layer, and the mixture was dried. Suction filtration was performed on the mixture to remove the magnesium sulfate, and thus a filtrate was obtained. The solid, which was obtained by condensation of the obtained filtrate, was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which was the object of the synthesis, was obtained at a yield of 38%. After the reaction a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid the mixture being stirred for 30 minutes Suction filtration a solid was obtained washed with water Magnesium sulfate was added to an organic layer the mixture was dried Suction filtration to remove the magnesium sulfate thus a filtrate was obtained The solid, which was obtained by condensation of the obtained filtrate was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which the object of the synthesis was obtained at a yield of 38%

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.5 g (16 mmol) of 1,2-bis(chloro(phenyl)methylene)hydrazine, 2.0 g (16 mmol) of 4-bromoaniline, and 30 mL of N,N-dimethylaniline were put into a 100 mL three-neck flask, and nitrogen substitution was performed on the contents of the flask. The mixture was stirred at 135° C. for 5 hours. After the reaction, a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid and the mixture being stirred for 30 minutes. Suction filtration was performed on the precipitated solid, and a solid was obtained. The obtained solid was dissolved in toluene and washed with water and a saturated sodium carbonate solution, in the order given. Magnesium sulfate was added to an organic layer, and the mixture was dried. Suction filtration was performed on the mixture to remove the magnesium sulfate, and thus a filtrate was obtained. The solid, which was obtained by condensation of the obtained filtrate, was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which was the object of the synthesis, was obtained at a yield of 38%. After the reaction a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid the mixture being stirred for 30 minutes Suction filtration a solid was obtained washed with water Magnesium sulfate was added to an organic layer the mixture was dried Suction filtration to remove the magnesium sulfate thus a filtrate was obtained The solid, which was obtained by condensation of the obtained filtrate was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which the object of the synthesis was obtained at a yield of 38%