N'-cyclohexylpropane-1,3-diamine

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:

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: 400 ml of triethylamine are added dropwise to a solution of 433.8 g (2 mols+10% excess) of maleic acid-monocyclohexyl ester and 200 ml of dioxane, in a manner analogous to that of Example 1, and the mixture is then reacted with 310.5 g (2.0 mols) of 3-cyclohexylamino-1-propylamine for 40 minutes at 70°-90° C. The reaction mixture is further processed as in Example 1 to yield 604 g (85.2% of theory) of a white crystalline aspartic acid derivative, which decomposes at 172°-173° C.

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

実験手順: In a manner analogous to that of Example 1, 400 ml of triethylamine are added to 350.2 g (2.0 mols+10% excess) of maleic acid-monoisopropyl ester, and the mixture is subsequently reacted with 311.3 g (2.0 mols) of 3-cyclohexylamino-1-propylamine at 59°-85° C. for 35 minutes. The reaction mixture is further processed in the manner described in Example 1 to yield 515 g (82.2% of theory) of the desired aspartic acid derivative, which decomposes at 151°-152° C.

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

実験手順: In a manner analogous to that of Example 1, 400 ml of triethylamine are added to 350.2 g (2.0 mols+10% excess) of maleic acid-monoisopropyl ester, and the mixture is subsequently reacted with 311.3 g (2.0 mols) of 3-cyclohexylamino-1-propylamine at 59°-85° C. for 35 minutes. The reaction mixture is further processed in the manner described in Example 1 to yield 515 g (82.2% of theory) of the desired aspartic acid derivative, which decomposes at 151°-152° C.

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

実験手順: In a manner analogous to that of Example 1, 394.3 g (2.4 mols+14% excess) of maleic acid-monoethyl ester are placed into the glass flask, and 480 ml of triethylamine are added dropwise with cooling. There are subsequently added 372.6 g (2.4 mols) of 3-cyclohexylaminopropylamine, and the reaction mixture is reacted for 25 minutes at 84°-86° C. It is further processed according to Example 1 and the yield is 546.8 g (75.7% of theory) of a white crystalline aspartic acid derivative, which decomposes at 152° C. are added dropwise with cooling the reaction mixture is reacted for 25 minutes at 84°-86° C decomposes at 152° C.

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

実験手順: 356 g (3.4 mols+14% excess) of maleic acid monomethyl ester are placed into a glass flask provided with stirrer, thermometer, condenser and dropping funnel, and, with vigorous stirring and ice-water cooling, 480 ml of triethylamine are added dropwise at 5°-8° C. internal temperature within 2 hours. 372.6 g (2.4 mols) of 3-cyclohexylaminopropylamine are then quickly introduced; the exothermic reaction is subsequently allowed to subside, and the reaction mixture is heated within 30 minutes to 85° C., in the course of which the reaction product crystallises out. After the reaction has finished, the temperature is lowered to room temperature; the product is mixed with 1100 ml of acetone and is filtered off; the filter residue is again mixed with 900 ml of acetone, and the suspension is filtered; the filter residue is then washed with acetone, and the product is dried at 60° C. and 53.2 mbars. The yield is 555.4 g (87.2% of theory) of a white crystalline aspartic acid derivative, which decomposes at 163° C. provided with stirrer thermometer, condenser and dropping the exothermic reaction the reaction mixture is heated within 30 minutes to 85° C., in the course of which the reaction product crystallises out is lowered to room temperature the product is mixed with 1100 ml of acetone is filtered off the filter residue is again mixed with 900 ml of acetone the suspension is filtered the filter residue is then washed with acetone the product is dried at 60° C. decomposes at 163° C.

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

実験手順: 356 g (3.4 mols+14% excess) of maleic acid monomethyl ester are placed into a glass flask provided with stirrer, thermometer, condenser and dropping funnel, and, with vigorous stirring and ice-water cooling, 480 ml of triethylamine are added dropwise at 5°-8° C. internal temperature within 2 hours. 372.6 g (2.4 mols) of 3-cyclohexylaminopropylamine are then quickly introduced; the exothermic reaction is subsequently allowed to subside, and the reaction mixture is heated within 30 minutes to 85° C., in the course of which the reaction product crystallises out. After the reaction has finished, the temperature is lowered to room temperature; the product is mixed with 1100 ml of acetone and is filtered off; the filter residue is again mixed with 900 ml of acetone, and the suspension is filtered; the filter residue is then washed with acetone, and the product is dried at 60° C. and 53.2 mbars. The yield is 555.4 g (87.2% of theory) of a white crystalline aspartic acid derivative, which decomposes at 163° C. provided with stirrer thermometer, condenser and dropping the exothermic reaction the reaction mixture is heated within 30 minutes to 85° C., in the course of which the reaction product crystallises out is lowered to room temperature the product is mixed with 1100 ml of acetone is filtered off the filter residue is again mixed with 900 ml of acetone the suspension is filtered the filter residue is then washed with acetone the product is dried at 60° C. decomposes at 163° C.

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

実験手順: The reaction apparatus is a 500 ml flask, equipped with thermometer, reflux condenser and magnetic stirrer. The top of the reflux condenser is connected to a bubbler containing water. Before adding the reagents, the flask is weighed. Then 30 g of urea (0.5 mols) and 156 g of N-cyclohexyl-1,3-propanediamine (1 mol) are put into the flask, which is then slowly heated. Ammonia begins to evolve. Heating is continued until 18 g of ammonia have evolved. The reaction mixture is allowed to cool to room temperature. The solid which precipitates is separated by filtration on a Buchner funnel and dried in vacuo. The weight is 78 g and the melting point is 175° C. The raw reaction product is recrystallized from boiling ethanol. The melting point of the recrystallized product is 198° C. The nitrogen content is 15.25%, whereas the theoretical value is 15.37%. The structure of the product as confirmed by a combination of elemental analysis, 13C NMR and 1H NMR is determined as follows: ##STR3## The structure of this compound has been corroborated by IR and VPO molecular weight measurements. The elemental analysis is as follows: equipped with thermometer reflux condenser and magnetic stirrer Before adding the reagents is then slowly heated Heating The solid which precipitates is separated by filtration on a Buchner funnel dried in vacuo The raw reaction product is recrystallized is 198° C