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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Urea → 1-(2-Amino-4-methyl-1,3-oxazol-5-yl)ethanone

HRID 2405117
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HRID 2405117 반응식
Br[CH:2]([C:6](=O)[CH3:7])[C:3](=[O:5])[CH3:4].[NH2:9][C:10]([NH2:12])=[O:11].C([O-])(O)=O.[Na+].[Na+].[Cl-]>CC(C)=O.O.CCOC(C)=O>[NH2:12][C:10]1[O:11][C:2]([C:3](=[O:5])[CH3:4])=[C:6]([CH3:7])[N:9]=1
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참가 물질

8

반응물 4

HCID 1176UreaHCID 5234Sodium ChlorideHCID 3556413-Bromopentane-2,4-dioneHCID 516892Sodium Bicarbonate

생성물 1

HCID 108444531-(2-Amino-4-methyl-1,3-oxazol-5-yl)ethanone수율 57.9%

시약·촉매·용매 3

HCID 180Acetone용매
HCID 962
Water
용매
HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

3-Bromo-2,4-pentandione (P8) (26.66 g, 148.93 mmol) obtained in Step I as described above, is dissolved in acetone (87 mL). This mixture is added to a solution of urea (22.36 g, 372 mmol, 2.5 eq) in water (20 mL). The resulting mixture is heated in order to obtain a clear solution and is distributed into 38 microwave tubes (3 ml each). The vials are heated to 100° C. for 1200 s each in the microwave oven. All vials are combined, NaHCO3 sat (100 ml) and EtOAc (100 ml) are added, the aqueous phase is saturated with NaCl and the phases are separated. The aqueous phase is extracted with EtOAc (4 times 100 ml). Combined organic layers are dried over MgSO4, filtrated and evaporated under reduced pressure to give 1-(2-amino-4-methyl-1,3-oxazol-5-yl)ethanone (P5) as an orange solid (12.09 g). It is further recrystallized in MeOH, affording a brownish solid (5.56 g, 27%). 1H NMR (DMSO-d) δ: 2.22 (s, 3H), 2.25 (s, 3H), 7.51 (s, 2H).

후처리

  1. temperatureThe resulting mixture is heated in order
  2. customto obtain a clear solution
  3. additionare added
  4. customthe phases are separated
  5. extractionThe aqueous phase is extracted with EtOAc (4 times 100 ml)
  6. dry with materialCombined organic layers are dried over MgSO4
  7. filtrationfiltrated
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-42090d0edbd74a2da2a91665cb18c3ef
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08802861B2

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