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Tetrahydrofuran → 2,4-Bis(acrylamido)-6-ethoxypyrimidine

HRID 2353811
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HRID 2353811 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([O:9][CH2:10][CH3:11])[N:3]=1.[C:12](Cl)(=[O:15])[CH:13]=[CH2:14].C(N(CC)CC)C.[O:24]1C[CH2:27][CH2:26][CH2:25]1>>[C:12]([NH:1][C:2]1[N:7]=[C:6]([NH:8][C:25](=[O:24])[CH:26]=[CH2:27])[CH:5]=[C:4]([O:9][CH2:10][CH3:11])[N:3]=1)(=[O:15])[CH:13]=[CH2:14]
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참가 물질

5

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 2226632,4-Diamino-6-ethoxypyrimidine

생성물 1

HCID 113115502,4-Bis(acrylamido)-6-ethoxypyrimidine

실험 절차

1.54 g (10 mmols) of the product obtained by the procedure described in (1b) are reacted with 1.8 mL of acryloyl chloride, in the presence of 4.2 mL of triethylamine in 100 mL of tetrahydrofuran. The addition is performed dropwise and under cooling in an ice bath. After the addition is complete, the reaction mixture is stirred at room temperature for several hours. The solvent is evaporated under vacuum and then 100 mL of water are added to the solid residue to dissolve the TEA.HCl salt. The mixture is then extracted with 3×100 mL CHCl3, the organic phases are combined, dried over MgSO4 and the solvent is finally evaporated in vacuo. A white solid is finally obtained and there is no need for further purification.

후처리

  1. additionThe addition
  2. temperatureunder cooling in an ice bath
  3. additionAfter the addition
  4. customThe solvent is evaporated under vacuum
  5. addition100 mL of water are added to the solid residue
  6. dissolutionto dissolve the TEA
  7. extractionThe mixture is then extracted with 3×100 mL CHCl3
  8. dry with materialdried over MgSO4
  9. customthe solvent is finally evaporated in vacuo
  10. customA white solid is finally obtained
  11. customfor further purification

출처 및 근거

ORD 기록
ord-25172287367a49a38ccbccc3d128718c
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07750090B2

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