tert-butylurea

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: By the procedure of Example 50, 12.35 g (50 mmol) of methyl 3-chloro-3-(o-chlorophenyl)pyruvate was reacted with 5.8 g (50 mmol) of tert-butyl urea at 105°-115° C. for 8 hours. The reaction mixture was cooled to ambient temperature and then diluted with methylene chloride, washed with water, dried over magnesium sulfate, and concentrated under reduced pressure to yield a yellow oil. This oil was purified by flash chromatography techniques on silic gel using 10% ethyl acetate in hexane as eluent. There was obtained 5.77 g of an orange viscous oil product identified in Table I. washed with water dried over magnesium sulfate concentrated under reduced pressure to yield a yellow oil This oil was purified by flash chromatography techniques on silic gel

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

実験手順: A reaction vessel was charged with 6.5 g (25 mmol) of ethyl 3-chloro-3-(m-chlorophenyl)pyruvate and 2.9 g (25 mmol) of tert-butyl urea. The reaction mixture was heated at 105°-115° C. for 2 hours. The mixture was cooled to ambient temperature and 1.71 g of tert-butyl urea starting material was removed by crystallization in hexane-ethyl acetate solution. The remaining 10.16 g of a brown oil was subjected to Kugelrohr distillation (70°-80° C. @ 0.3 mm Hg) to yield 5.08 g of a gold viscous oil. This oil was chromatographed on silica gel using a Waters Prep 500 system and 10% ethyl acetate-in-hexane eluent to yield product identified in Table 1. The reaction mixture was heated at 105°-115° C. for 2 hours 1.71 g of tert-butyl urea starting material was removed by crystallization in hexane-ethyl acetate solution The remaining 10.16 g of a brown oil was subjected to Kugelrohr distillation (70°-80° C. @ 0.3 mm Hg)

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

実験手順: A reaction vessel was charged with 10.9 g (50 mmol) of ethyl 2-chloro-4,4,4-trifluoroacetoacetate and 7.0 g (60 mmol) of tert-butylurea. The reaction mixture was stirred and heated at 140°-150° C. for 19 hours under a calcium sulfate drying tube. With the mixture at room temperature, the mixture was slurried in methylene chloride and washed three times with water. The methylene chloride extract was dried over magnesium sulfate and then concentrated under reduced pressure to yield 8.8 g of a mustard-colored solid material. This solid material was dissolved in hot hexane and then filtered hot. The filtrate was cooled in a dry ice bath. The filtrate yielded 7.3 g of a beige solid product (m.p.=56°-59° C.) identified in Table I. heated at 140°-150° C. for 19 hours under a calcium sulfate drying tube at room temperature washed three times with water The methylene chloride extract was dried over magnesium sulfate concentrated under reduced pressure

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

実験手順: By the procedure of Example 50, 12.35 g (50 mmol) of methyl 3-chloro-3-(o-chlorophenyl)pyruvate was reacted with 5.8 g (50 mmol) of tert-butyl urea at 105°-115° C. for 8 hours. The reaction mixture was cooled to ambient temperature and then diluted with methylene chloride, washed with water, dried over magnesium sulfate, and concentrated under reduced pressure to yield a yellow oil. This oil was purified by flash chromatography techniques on silic gel using 10% ethyl acetate in hexane as eluent. There was obtained 5.77 g of an orange viscous oil product identified in Table I. washed with water dried over magnesium sulfate concentrated under reduced pressure to yield a yellow oil This oil was purified by flash chromatography techniques on silic gel

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

実験手順: A reaction vessel was charged with 6.5 g (25 mmol) of ethyl 3-chloro-3-(m-chlorophenyl)pyruvate and 2.9 g (25 mmol) of tert-butyl urea. The reaction mixture was heated at 105°-115° C. for 2 hours. The mixture was cooled to ambient temperature and 1.71 g of tert-butyl urea starting material was removed by crystallization in hexane-ethyl acetate solution. The remaining 10.16 g of a brown oil was subjected to Kugelrohr distillation (70°-80° C. @ 0.3 mm Hg) to yield 5.08 g of a gold viscous oil. This oil was chromatographed on silica gel using a Waters Prep 500 system and 10% ethyl acetate-in-hexane eluent to yield product identified in Table 1. The reaction mixture was heated at 105°-115° C. for 2 hours 1.71 g of tert-butyl urea starting material was removed by crystallization in hexane-ethyl acetate solution The remaining 10.16 g of a brown oil was subjected to Kugelrohr distillation (70°-80° C. @ 0.3 mm Hg)

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

実験手順: A reaction vessel was charged with 6.5 g (25 mmol) of ethyl 3-chloro-3-(m-chlorophenyl)pyruvate and 2.9 g (25 mmol) of tert-butyl urea. The reaction mixture was heated at 105°-115° C. for 2 hours. The mixture was cooled to ambient temperature and 1.71 g of tert-butyl urea starting material was removed by crystallization in hexane-ethyl acetate solution. The remaining 10.16 g of a brown oil was subjected to Kugelrohr distillation (70°-80° C. @ 0.3 mm Hg) to yield 5.08 g of a gold viscous oil. This oil was chromatographed on silica gel using a Waters Prep 500 system and 10% ethyl acetate-in-hexane eluent to yield product identified in Table 1. The reaction mixture was heated at 105°-115° C. for 2 hours 1.71 g of tert-butyl urea starting material was removed by crystallization in hexane-ethyl acetate solution The remaining 10.16 g of a brown oil was subjected to Kugelrohr distillation (70°-80° C. @ 0.3 mm Hg)

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

実験手順: A reaction vessel was charged with 10.9 g (50 mmol) of ethyl 2-chloro-4,4,4-trifluoroacetoacetate and 7.0 g (60 mmol) of tert-butylurea. The reaction mixture was stirred and heated at 140°-150° C. for 19 hours under a calcium sulfate drying tube. With the mixture at room temperature, the mixture was slurried in methylene chloride and washed three times with water. The methylene chloride extract was dried over magnesium sulfate and then concentrated under reduced pressure to yield 8.8 g of a mustard-colored solid material. This solid material was dissolved in hot hexane and then filtered hot. The filtrate was cooled in a dry ice bath. The filtrate yielded 7.3 g of a beige solid product (m.p.=56°-59° C.) identified in Table I. heated at 140°-150° C. for 19 hours under a calcium sulfate drying tube at room temperature washed three times with water The methylene chloride extract was dried over magnesium sulfate concentrated under reduced pressure

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

実験手順: A reaction vessel was charged with 10.9 g (50 mmol) of ethyl 2-chloro-4,4,4-trifluoroacetoacetate and 7.0 g (60 mmol) of tert-butylurea. The reaction mixture was stirred and heated at 140°-150° C. for 19 hours under a calcium sulfate drying tube. With the mixture at room temperature, the mixture was slurried in methylene chloride and washed three times with water. The methylene chloride extract was dried over magnesium sulfate and then concentrated under reduced pressure to yield 8.8 g of a mustard-colored solid material. This solid material was dissolved in hot hexane and then filtered hot. The filtrate was cooled in a dry ice bath. The filtrate yielded 7.3 g of a beige solid product (m.p.=56°-59° C.) identified in Table I. heated at 140°-150° C. for 19 hours under a calcium sulfate drying tube at room temperature washed three times with water The methylene chloride extract was dried over magnesium sulfate concentrated under reduced pressure

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir: