ethyl 2-[[(4-chlorobenzoyl)amino]carbamoylamino]acetate

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: 91 ml of 3 N aqueous sodium hydroxide solution were added to 21.43 g (67.9 mmol) of the compound from Example 1A, and the mixture was heated under reflux overnight. After cooling to RT, the mixture was adjusted to pH 1 by slow addition of about 20% strength hydrochloric acid. The precipitated solid was isolated by filtration, washed with water and dried at 60° C. under reduced pressure. This gave 17.55 g of the title compound in a purity of about 88% (90% of theory). the mixture was heated under reflux overnight The precipitated solid was isolated by filtration washed with water dried at 60° C. under reduced pressure

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

実験手順: 91 ml of 3 N aqueous sodium hydroxide solution were added to 21.43 g (67.9 mmol) of the compound from Example 1A, and the mixture was heated under reflux overnight. After cooling to RT, the mixture was adjusted to pH 1 by slow addition of about 20% strength hydrochloric acid. The precipitated solid was isolated by filtration, washed with water and dried at 60° C. under reduced pressure. This gave 17.55 g of the title compound in a purity of about 88% (90% of theory). the mixture was heated under reflux overnight The precipitated solid was isolated by filtration washed with water dried at 60° C. under reduced pressure

反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A suspension of 12.95 g (75.9 mmol) of 4-chlorobenzohydrazide in 50 ml of dry THF was initially charged at 50° C., and a solution of 10.0 g (77.5 mmol) of ethyl 2-isocyanatoacetate in 100 ml of dry THF was added dropwise. Initially, a solution was obtained, and then a precipitate formed. After the addition had ended, the mixture was stirred at 50° C. for a further 2 h and then allowed to stand at RT overnight. The crystals were isolated by filtration, washed with a little diethyl ether and dried under high vacuum. This gave 21.43 g (89% of theory) of the title compound. was initially charged at 50° C. Initially, a solution was obtained a precipitate formed After the addition to stand at RT overnight The crystals were isolated by filtration washed with a little diethyl ether dried under high vacuum

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

実験手順: 91 ml of a 3N aqueous sodium hydroxide solution were added to 21.43 g (67.9 mmol) of the compound of Example 1A, and the mixture was heated at reflux overnight. After cooling to RT, the mixture was adjusted to pH 1 by slow addition of about 20% strength hydrochloric acid. The precipitated solid was isolated by filtration, washed with water and dried under reduced pressure at 60° C. This gave 17.55 g of the title compound in a purity of about 88% (90% of theory). the mixture was heated at reflux overnight The precipitated solid was isolated by filtration washed with water dried under reduced pressure at 60° C

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

実験手順: 91 ml of a 3N aqueous sodium hydroxide solution were added to 21.43 g (67.9 mmol) of the compound of Example 1A, and the mixture was heated at reflux overnight. After cooling to RT, the mixture was adjusted to pH 1 by slow addition of about 20% strength hydrochloric acid. The precipitated solid was isolated by filtration, washed with water and dried under reduced pressure at 60° C. This gave 17.55 g of the title compound in a purity of about 88% (90% of theory). the mixture was heated at reflux overnight The precipitated solid was isolated by filtration washed with water dried under reduced pressure at 60° C

反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A suspension of 12.95 g (75.9 mmol) of 4-chlorobenzohydrazide in 50 ml of dry THF was initially charged at 50° C., and a solution of 10.0 g (77.5 mmol) of ethyl 2-isocyanatoacetate in 100 ml of dry THF was added dropwise. Initially, a solution was formed, and then a precipitate. After the addition had ended, the mixture was stirred at 50° C. for a further 2 h and then allowed to stand at RT overnight. The crystals were isolated by filtration, washed with a little diethyl ether and dried under high vacuum. This gave 21.43 g (89% of theory) of the title compound. was initially charged at 50° C. Initially, a solution was formed After the addition to stand at RT overnight The crystals were isolated by filtration washed with a little diethyl ether dried under high vacuum

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

実験手順: 91 ml of a 3N aqueous sodium hydroxide solution were added to 21.43 g (67.93 mmol) of the compound of Example 1A, and the mixture was heated at reflux overnight. After cooling to RT, the mixture was adjusted to pH 1 by slow addition of about 20% strength hydrochloric acid. The precipitated solid was isolated by filtration, washed with water and dried under reduced pressure at 60° C. Yield: 17.55 g (90% of theory, about 88% pure). the mixture was heated at reflux overnight The precipitated solid was isolated by filtration washed with water dried under reduced pressure at 60° C

反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A suspension of 12.95 g (75.9 mmol) of 4-chlorobenzhydrazide in 50 ml of dry THF was initially charged at 50° C., and a solution of 10.0 g (77.5 mmol) of ethyl 2-isocyanatoacetate in 100 ml of dry THF was added dropwise. Initially, a solution was formed, and then a precipitate. After the addition had ended, the mixture was stirred at 50° C. for a further 2 h and then allowed to stand overnight. The crystals were isolated by filtration, washed with a little diethyl ether and dried under HV. This gave 21.43 g (89% of theory) of the title compound. was initially charged at 50° C. Initially, a solution was formed After the addition to stand overnight The crystals were isolated by filtration washed with a little diethyl ether dried under HV

反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A suspension of 12.95 g (75.9 mmol) of 4-chlorobenzhydrazide in 50 ml of dry THF was initially charged at 50° C., and a solution of 10.0 g (77.5 mmol) of ethyl 2-isocyanatoacetate in 100 ml of dry THF was added dropwise. Initially, a solution was formed, and then a precipitate. After the addition had ended, the mixture was stirred at 50° C. for a further 2 h and then allowed to stand overnight. The crystals were isolated by filtration, washed with a little diethyl ether and dried under HV. This gave 21.43 g (89% of theory) of the title compound. was initially charged at 50° C. Initially, a solution was formed After the addition to stand overnight The crystals were isolated by filtration washed with a little diethyl ether dried under HV

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

実験手順: An amount of 21.43 g (67.9 mmol) of the compound from Example 16A was admixed with 91 ml of a 3 N sodium hydroxide solution and heated under reflux overnight. After cooling to RT, the mixture was adjusted to a pH of 1 by slow addition of approximately 20% strength hydrochloric acid. The precipitated solid was isolated by filtration, washed with water and dried at 60° C. under reduced pressure. This gave 17.55 g of the title compound in approximately 88% purity (90% of theory). heated under reflux overnight The precipitated solid was isolated by filtration washed with water dried at 60° C. under reduced pressure