Bromine → 1-Benzyluracil

HRID 1783597

反応式

HRID 1783597 の反応式
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

参加物

5

反応物 2

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

生成物 1

HCID 2379621-Benzyluracil

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2279370aa0c2485cbfa231929bf5bf2b
出典データセット
uspto-grants-2009_03
特許番号
US07501429B2

関連ノート

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