Iodoethane → 3-ethyl-8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione

HRID 1097664

반응식

HRID 1097664 반응식
[Cl:1][C:2]1[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]2[C:8](=[O:14])[NH:7][C:6](=[O:15])[NH:5][C:4]=2[N:3]=1.I[CH2:17][CH3:18].C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[Cl:1][C:2]1[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]2[C:8](=[O:14])[NH:7][C:6](=[O:15])[N:5]([CH2:17][CH3:18])[C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 6340Iodoethane2회HCID 10340Sodium CarbonateHCID 592995327-Allyl-8-chloro-1H-purine-2,6(3H,7H)-dione

생성물 1

HCID 593956393-ethyl-8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione수율 75%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (10 g, 0.044 mol) in anhydrous DMF (100 ml) was treated with iodoethane (5.4 ml, 0.068 mol) and Na2CO3 (4.9 g, 0.046 mol). The reaction mixture was left to stir at rt under nitrogen for 2 days. Iodoethane (0.35 ml, 0.0044 mol) was added and the mixture was left to stir at rt for 1 day. The mixture was partitioned between EtOAc and 2M HCl. The organic layer was separated, washed sequentially with saturated sodium sulphite solution and brine, dried (MgSO4) and concentrated. The crude solid was washed with Et2O to give the title compound as a white solid (8.37 g, 75%).

후처리

  1. waitThe reaction mixture was left
  2. waitthe mixture was left
  3. stirringto stir at rt for 1 day
  4. customThe mixture was partitioned between EtOAc and 2M HCl
  5. customThe organic layer was separated
  6. washwashed sequentially with saturated sodium sulphite solution and brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated
  9. washThe crude solid was washed with Et2O

출처 및 근거

ORD 기록
ord-9d157e1df8794d71acbde4ab2fe74732
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143264B2

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