(E)-3-phenylprop-2-en-1-amine

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

実験手順: (E)-N-Cinnamyl-3-furancarboxamide may be obtained in the following manner: working as in Example 21 for the preparation of (E)-3-chloro-N-cinnamylbenzamide, but starting with 3-furancarboxylic acid (4 g) and (E)-cinnamylamine (4 g), and after recrystallization in isopropyl ether, (E)-N-cinnamyl-3-furancarboxamide (3.9 g), m.p. 115° C. is obtained. after recrystallization in isopropyl ether

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

実験手順: (E)-N-Cinnamyl-3-furancarboxamide may be obtained in the following manner: working as in Example 21 for the preparation of (E)-3-chloro-N-cinnamylbenzamide, but starting with 3-furancarboxylic acid (4 g) and (E)-cinnamylamine (4 g), and after recrystallization in isopropyl ether, (E)-N-cinnamyl-3-furancarboxamide (3.9 g), m.p. 115° C. is obtained. after recrystallization in isopropyl ether

反応条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (E)-N-Cinnamyl-2-thiophenecarboxamide may be obtained in the following manner: triethylamine (8 g) and then thenoyl chloride (6.5 g) are added to a solution, maintained under a nitrogen atmosphere and at a temperature in the region of 25° C., of (E)-cinnamylamine (5.3 g) in 1,2-dichloroethane (80 cc). The suspension obtained is stirred for 1 hour at a temperature in the region of 25° C. and then poured into water (80 cc). The aqueous phase is acidified to a pH in the region of 5 with 4 N aqueous hydrochloric acid solution and then extracted with 1,2-dichloroethane (2×50 cc). The combined organic phases are washed with water (2×40 cc), dried over magnesium sulphate, filtered and then concentrated to dryness under reduced pressure (4 kPa) at 40° C. The residue is stirred in isopropyl ether (40 cc). The solid is separated by filtration, washed with isopropyl ether (4×10 cc) and dried in the air. (E)-N-Cinnamyl-2-thiophenecarboxamide (5 g), m.p. 110° C., is thereby obtained. The suspension obtained extracted with 1,2-dichloroethane (2×50 cc) The combined organic phases are washed with water (2×40 cc) dried over magnesium sulphate filtered concentrated to dryness under reduced pressure (4 kPa) at 40° C The residue is stirred in isopropyl ether (40 cc) The solid is separated by filtration washed with isopropyl ether (4×10 cc) dried in the air

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

実験手順: To 50 ml of a tetrahydrofuran solution containing 16.2 g of carbonyldiimidazole, a solution of 9.4 g of 3-aminopyridine dissolved in 50 ml of tetrahydrofuran was added dropwise under ice-cooling over 5 minutes. After stirring under ice-cooling for 30 minutes and at room temperature for 1 hour, the mixture was again ice-cooled, and 1.33 g of (E)-cinnamylamine was added, followed by stirring at room temperature for 18 hours. After distilling the solvent off, the residue was dissolved in ethyl acetate, washed with water and dried, followed by distillation of the solvent. The residue was purified by silica gel column chromatography (solvent: chloroform-methanol=20:1) to give 5.9 g of (E)-N-cinnamyl-N'-(3-pyridyl) urea as colorless caramel. was added dropwise under ice- cooling over 5 minutes cooled by stirring at room temperature for 18 hours After distilling the solvent off, the residue was dissolved in ethyl acetate washed with water dried followed by distillation of the solvent The residue was purified by silica gel column chromatography (solvent: chloroform-methanol=20:1)

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

実験手順: To 50 ml of a tetrahydrofuran solution containing 16.2 g of carbonyldiimidazole, a solution of 9.4 g of 3-aminopyridine dissolved in 50 ml of tetrahydrofuran was added dropwise under ice-cooling over 5 minutes. After stirring under ice-cooling for 30 minutes and at room temperature for 1 hour, the mixture was again ice-cooled, and 1.33 g of (E)-cinnamylamine was added, followed by stirring at room temperature for 18 hours. After distilling the solvent off, the residue was dissolved in ethyl acetate, washed with water and dried, followed by distillation of the solvent. The residue was purified by silica gel column chromatography (solvent: chloroform-methanol=20:1) to give 5.9 g of (E)-N-cinnamyl-N'-(3-pyridyl) urea as colorless caramel. was added dropwise under ice- cooling over 5 minutes cooled by stirring at room temperature for 18 hours After distilling the solvent off, the residue was dissolved in ethyl acetate washed with water dried followed by distillation of the solvent The residue was purified by silica gel column chromatography (solvent: chloroform-methanol=20:1)

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

実験手順: (E)-N-Cinnamyl-3-furancarboxamide may be obtained in the following manner: working as in Example 21 for the preparation of (E)-3-chloro-N-cinnamylbenzamide, but starting with 3-furancarboxylic acid (4 g) and (E)-cinnamylamine (4 g), and after recrystallization in isopropyl ether, (E)-N-cinnamyl-3-furancarboxamide (3.9 g), m.p. 115° C. is obtained. after recrystallization in isopropyl ether

反応条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (E)-N-Cinnamyl-2-thiophenecarboxamide may be obtained in the following manner: triethylamine (8 g) and then thenoyl chloride (6.5 g) are added to a solution, maintained under a nitrogen atmosphere and at a temperature in the region of 25° C., of (E)-cinnamylamine (5.3 g) in 1,2-dichloroethane (80 cc). The suspension obtained is stirred for 1 hour at a temperature in the region of 25° C. and then poured into water (80 cc). The aqueous phase is acidified to a pH in the region of 5 with 4 N aqueous hydrochloric acid solution and then extracted with 1,2-dichloroethane (2×50 cc). The combined organic phases are washed with water (2×40 cc), dried over magnesium sulphate, filtered and then concentrated to dryness under reduced pressure (4 kPa) at 40° C. The residue is stirred in isopropyl ether (40 cc). The solid is separated by filtration, washed with isopropyl ether (4×10 cc) and dried in the air. (E)-N-Cinnamyl-2-thiophenecarboxamide (5 g), m.p. 110° C., is thereby obtained. The suspension obtained extracted with 1,2-dichloroethane (2×50 cc) The combined organic phases are washed with water (2×40 cc) dried over magnesium sulphate filtered concentrated to dryness under reduced pressure (4 kPa) at 40° C The residue is stirred in isopropyl ether (40 cc) The solid is separated by filtration washed with isopropyl ether (4×10 cc) dried in the air

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

実験手順: To 50 ml of a tetrahydrofuran solution containing 16.2 g of carbonyldiimidazole, a solution of 9.4 g of 3-aminopyridine dissolved in 50 ml of tetrahydrofuran was added dropwise under ice-cooling over 5 minutes. After stirring under ice-cooling for 30 minutes and at room temperature for 1 hour, the mixture was again ice-cooled, and 1.33 g of (E)-cinnamylamine was added, followed by stirring at room temperature for 18 hours. After distilling the solvent off, the residue was dissolved in ethyl acetate, washed with water and dried, followed by distillation of the solvent. The residue was purified by silica gel column chromatography (solvent: chloroform-methanol=20:1) to give 5.9 g of (E)-N-cinnamyl-N'-(3-pyridyl) urea as colorless caramel. was added dropwise under ice- cooling over 5 minutes cooled by stirring at room temperature for 18 hours After distilling the solvent off, the residue was dissolved in ethyl acetate washed with water dried followed by distillation of the solvent The residue was purified by silica gel column chromatography (solvent: chloroform-methanol=20:1)