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Ethyl chloroformate → 4-[2-[2-Ethyl-4methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]phenyl methyl-1,2,4-oxadiazolidine-3,5-dione

HRID 1602891
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HRID 1602891 반응식
[CH2:1]([C:3]1[N:4]([CH2:11][CH2:12][O:13][C:14]2[CH:25]=[CH:24][C:17](CN(O)C(N)=O)=[CH:16][CH:15]=2)[C:5](=[O:10])[CH:6]=[C:7]([CH3:9])[N:8]=1)[CH3:2].[OH-:26].[Na+].Cl[C:29]([O:31]CC)=[O:30]>O>[CH2:1]([C:3]1[N:4]([CH2:11][CH2:12][O:13][C:14]2[CH:15]=[CH:16][C:17]([N:8]3[C:29](=[O:30])[O:31][N:4]([CH3:5])[C:3]3=[O:26])=[CH:24][CH:25]=2)[C:5](=[O:10])[CH:6]=[C:7]([CH3:9])[N:8]=1)[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 21960191N-[4-[2-[2-ethyl-4-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]benzyl]-N-hydroxyurea

생성물 1

HCID 867548014-[2-[2-Ethyl-4methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]phenyl methyl-1,2,4-oxadiazolidine-3,5-dione수율 76%

시약·촉매·용매 1

HCID 962Water
용매
2회

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온도
30 °C

실험 절차

To a stirred solution of N-[4-[2-[2-ethyl-4-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]benzyl]-N-hydroxyurea (346 mg, 1.0 mmol) (obtained from preparation 19) in water (2 ml) was added 1N NaOH (3 ml) followed by ethyl chloroformate (191 μl, 217 mg, 2.0 mmol) and stirred for 1 h at 30° C. The reaction mixture was diluted with water, acidified to pH 3.0 and extracted with EtOAc (3×10 ml). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated to yield the title compound (283 mg, 76%).

후처리

  1. extractionextracted with EtOAc (3×10 ml)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c38d9960155e41d3a85482da91722cbb
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05985884

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