1-cyclopentyl-3-methylurea

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 47 g (0.55 mol) of cyanoacetic acid and 150 ml of acetic anhydride was added 73.1 g (0.51 mol) of 1-cyclopentyl-3-methylurea (XX). The solution was stirred at 70° C. for two hours. It was then evaporated and the residual oil (XXI) was dissolved in 400 ml of ethanol and 400 ml of water and 110 ml of 5 N NaOH was added in portions until the pH was over 7, under which the solution was boiled. It was then partly evaporated and crystals were filtered off. These crystals were a mixture of XX (~30%) and XXII (~70%) which was used for synthetizing XXII. Yield 30.8 g. NMR. It was then evaporated the residual oil (XXI) was dissolved in 400 ml of ethanol 400 ml of water and 110 ml of 5 N NaOH was added in portions until the pH It was then partly evaporated crystals were filtered off a mixture of XX (~30%) and XXII (~70%) which

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 47 g (0.55 mol) of cyanoacetic acid and 150 ml of acetic anhydride was added 73.1 g (0.51 mol) of 1-cyclopentyl-3-methylurea (XX). The solution was stirred at 70° C. for two hours. It was then evaporated and the residual oil (XXI) was dissolved in 400 ml of ethanol and 400 ml of water and 110 ml of 5 N NaOH was added in portions until the pH was over 7, under which the solution was boiled. It was then partly evaporated and crystals were filtered off. These crystals were a mixture of XX (~30%) and XXII (~70%) which was used for synthetizing XXII. Yield 30.8 g. NMR. It was then evaporated the residual oil (XXI) was dissolved in 400 ml of ethanol 400 ml of water and 110 ml of 5 N NaOH was added in portions until the pH It was then partly evaporated crystals were filtered off a mixture of XX (~30%) and XXII (~70%) which

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

実験手順: 20.3 g of N-[4-(β-<2-methoxy-5-methyl-benzamido>-ethyl)-benzensulfonyl]-carbamic acid methyl ester (melting point 169° - 171° C) were dissolved in 100 ml of dioxane. After addition of 4.95 g of cyclopentylmethylamine, the whole was heated for 1 hour to the boiling temperature, under reflux. The clear solution was poured in a very diluted (about 0.25 %) aqueous ammonia solution, filtered with the use of charcoal and the filtrate was acidified with dilute hydrochloric acid. The N-[4-(β-<2-methoxy-5-methyl-benzamido>-ethyl)-benzenesulfonyl]-N'-cyclopentyl-methyl-urea obtained was filtered off with suction. After recrystallization from methanol, it was found to melt at 147° - 149° C. the whole was heated for 1 hour to the boiling temperature under reflux The clear solution was poured in filtered with the use of charcoal

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 47 g (0.55 mol) of cyanoacetic acid and 150 ml of acetic anhydride was added 73.1 g (0.51 mol) of 1-cyclopentyl-3-methylurea (XX). The solution was stirred at 70° C. for two hours. It was then evaporated and the residual oil (XXI) was dissolved in 400 ml of ethanol and 400 ml of water and 110 ml of 5 N NaOH was added in portions until the pH was over 7, under which the solution was boiled. It was then partly evaporated and crystals were filtered off. These crystals were a mixture of XX (~30%) and XXII (~70%) which was used for synthetizing XXII. Yield 30.8 g. NMR. It was then evaporated the residual oil (XXI) was dissolved in 400 ml of ethanol 400 ml of water and 110 ml of 5 N NaOH was added in portions until the pH It was then partly evaporated crystals were filtered off a mixture of XX (~30%) and XXII (~70%) which