Urea → HCID 69130644, 화합물

HRID 2253271노트

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HRID 2253271 반응식
[NH2:1][C:2]([NH2:4])=[O:3].[O-]CC.[Na+].[CH3:9][O:10][C:11]1[CH:12]=[C:13]([CH:19]=[C:20]([C:24]2[CH:29]=[CH:28][C:27]([O:30][C:31]3[CH:36]=[CH:35][C:34]([CH:37]=[CH:38][C:39](OCC)=[O:40])=[CH:33][CH:32]=3)=[CH:26][CH:25]=2)[C:21]([OH:23])=[O:22])[CH:14]=[C:15]([O:17][CH3:18])[CH:16]=1>C(O)C>[CH3:18][O:17][C:15]1[CH:14]=[C:13]([CH:19]=[C:20]([C:24]2[CH:29]=[CH:28][C:27]([O:30][C:31]3[CH:32]=[CH:33][C:34]([CH:37]=[CH:38][C:39](=[O:40])[NH:1][C:2]([NH2:4])=[O:3])=[CH:35][CH:36]=3)=[CH:26][CH:25]=2)[C:21]([OH:23])=[O:22])[CH:12]=[C:11]([O:10][CH3:9])[CH:16]=1

참가 물질

5

반응물 3

HCID 1176UreaHCID 2723922Sodium ethoxideHCID 69130598HCID 69130598, 화합물

생성물 1

HCID 69130644HCID 69130644, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Urea (0.21 g, 3.58 mmol) was dissolved in sodium ethoxide (2.7 M, 2.2 mL, 5.92 mmol) at 80° C. under argon, and to this a solution of 4 (1.14 g, 2.37 mmol) in anhydrous ethanol (15 mL) was added and heated at this temperature for 13 hr. Ethanol was evaporated under reduced pressure, water (20 mL) was added, acidified to pH 1 by 5% aqueous HCl and extracted with ethyl acetate (50 mL). The organic layer was washed with water (2×25 mL), brine (2×20 mL), dried over anhydrous magnesium sulfate and evaporated. The crude product was purified by silica gel chromatography and eluted with hexane-ethyl acetate (3:7) containing acetic acid (1%), followed by recrystallization from ethanol. Yield: 167 mg, 14.4%.

후처리

  1. temperatureheated at this temperature for 13 hr
  2. customEthanol was evaporated under reduced pressure, water (20 mL)
  3. additionwas added
  4. extractionextracted with ethyl acetate (50 mL)
  5. washThe organic layer was washed with water (2×25 mL), brine (2×20 mL)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated
  8. customThe crude product was purified by silica gel chromatography
  9. washeluted with hexane-ethyl acetate (3:7)
  10. additioncontaining acetic acid (1%)
  11. customfollowed by recrystallization from ethanol

출처 및 근거

ORD 기록
ord-9046a14d3c4b48d5983027b1cb44d0fb
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07323496B2

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