3-propan-2-ylimidazolidine-2,4-dione

反応条件: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 3.6 g of sodium hydroxide in 75 ml of water was added 7.5 g of glycine. The solution was cooled to 5° C. and treated with 9.8 ml of isopropylisocyanate. After 5 h the reaction mixture was neutralised with 50 ml concentrated hydrochloric acid added dropwise to the slurry. This mixture was refluxed for 2 h then cooled to rt. The product was extracted with ethyl acetate to give 10.9 g of a colourless oil. 1H NMR (400 MHz, deuteriochloroform): δ=1.45 (6H, d, J=7 Hz), 3.92 (2H, s), 4.35 (1H, septet, J=7 Hz), 6.39 (1H, br s). added dropwise to the slurry This mixture was refluxed for 2 h then cooled to rt The product was extracted with ethyl acetate

反応条件: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 3.6 g of sodium hydroxide in 75 ml of water was added 7.5 g of glycine. The solution was cooled to 5° C. and treated with 9.8 ml of isopropylisocyanate. After 5 h the reaction mixture was neutralised with 50 ml concentrated hydrochloric acid added dropwise to the slurry. This mixture was refluxed for 2 h then cooled to rt. The product was extracted with ethyl acetate to give 10.9 g of a colourless oil. 1H NMR (400 MHz, deuteriochloroform): δ=1.45 (6H, d, J=7 Hz), 3.92 (2H, s), 4.35 (1H, septet, J=7 Hz), 6.39 (1H, br s). added dropwise to the slurry This mixture was refluxed for 2 h then cooled to rt The product was extracted with ethyl acetate

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 5 g of 3-isopropylimidazolidine-2,4-dione and 5 ml dimethylformamide dimethylacetal were heated at 100° C. for 3 s. The reaction mixture was cooled to rt and purified by flash chromatography to give 2 g of an orange solid. 1H NMR (400 MHz, deuteriochloroform): δ=1.42 (6H, d, J=7 Hz), 3.11 (6H, s), 4.40 (1H, septet, J=7 Hz), 6.64 (1H, s), 9.55 (1H, br s). The reaction mixture was cooled to rt purified by flash chromatography

反応条件: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 3,5-dichlorophenyl isocyanate (71.5 g.) in acetone (250 cc.), and triethylamine (38.4 g.) are added successively, whilst stirring, to a solution of 3-isopropyl-hydantoin (56.8 g.) in acetone (250 cc.). The temperature of the reaction mixture rises gradually from 25° C to 50° C over the course of 20 minutes and then again drops, whilst a copious precipitate forms. The reaction mixture is stirred for a further 5 hours at a temperature of about 20° C. The precipitate is filtered off, washed with acetone (2 × 50 cc.) and then dried under reduced pressure. 1-(3,5-Dichlorophenyl)-carbamoyl-3-isopropyl-hydantoin (100 g.) melting at 200° C, is thus obtained. rises gradually from 25° C to 50° C over the course of 20 minutes The precipitate is filtered off washed with acetone (2 × 50 cc.) dried under reduced pressure

反応条件: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 3.6 g of sodium hydroxide in 75 ml of water was added 7.5 g of glycine. The solution was cooled to 5° C. and treated with 9.8 ml of isopropylisocyanate. After 5 h the reaction mixture was neutralised with 50 ml concentrated hydrochloric acid added dropwise to the slurry. This mixture was refluxed for 2 h then cooled to rt. The product was extracted with ethyl acetate to give 10.9 g of a colourless oil. 1H NMR (400 MHz, deuteriochloroform): δ=1.45 (6H, d, J=7 Hz), 3.92 (2H, s), 4.35 (1H, septet, J=7 Hz), 6.39 (1H, br s). added dropwise to the slurry This mixture was refluxed for 2 h then cooled to rt The product was extracted with ethyl acetate

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 5 g of 3-isopropylimidazolidine-2,4-dione and 5 ml dimethylformamide dimethylacetal were heated at 100° C. for 3 s. The reaction mixture was cooled to rt and purified by flash chromatography to give 2 g of an orange solid. 1H NMR (400 MHz, deuteriochloroform): δ=1.42 (6H, d, J=7 Hz), 3.11 (6H, s), 4.40 (1H, septet, J=7 Hz), 6.64 (1H, s), 9.55 (1H, br s). The reaction mixture was cooled to rt purified by flash chromatography