Bromine → 1-Benzyluracil

HRID 1783597

반응식

HRID 1783597 반응식
BrBr.[CH2:3]([N:10]1[CH:17]=[C:16](Br)[C:14](=[O:15])[NH:13][C:11]1=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CS(C)=O.CN(C)C=O>[CH2:3]([N:10]1[CH:17]=[CH:16][C:14](=[O:15])[NH:13][C:11]1=[O:12])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 24408BromineHCID 52766591-Benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione

생성물 1

HCID 2379621-Benzyluracil

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매2회HCID 6228Dimethylformamide용매

실험 절차

This experiment was performed to verify the role of DMSO solvent in the generation of the bromine electrophile. Thus, this synthesis was done following the same procedure as for the synthesis of 1-benzyl-5-bromouracil, with the sole exception that DMSO was replaced by dimethylformamide (DMF), as solvent. Extraction was done by water-EtOAc and crystallization was done from EtOAc-Hexanes. After filtration, washing with hexanes and drying under high vacuum, 1.4 g of pure 1-benzyluracil, was isolated, as clean white crystals with properties shown below.

후처리

  1. extractionExtraction
  2. customwas done by water-EtOAc and crystallization
  3. filtrationAfter filtration
  4. washwashing with hexanes
  5. dry with materialdrying under high vacuum, 1.4 g of pure 1-benzyluracil
  6. customwas isolated, as clean white crystals with properties

출처 및 근거

ORD 기록
ord-2279370aa0c2485cbfa231929bf5bf2b
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07501429B2

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