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Sodium ethoxide → 5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride

HRID 1017501
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HRID 1017501 반응식
[Cl:1][C:2]1[C:3](=[O:11])[NH:4][C:5](=[O:10])[NH:6][C:7]=1[CH2:8]Cl.[NH:12]=[C:13]1[CH2:17][CH2:16][CH2:15][NH:14]1.[O-]CC.[Na+]>CN(C)C=O>[ClH:1].[Cl:1][C:2]1[C:3](=[O:11])[NH:4][C:5](=[O:10])[NH:6][C:7]=1[CH2:8][N:14]1[CH2:15][CH2:16][CH2:17][C:13]1=[NH:12]
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참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 41710565-Chloro-6-(chloromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 178507686HCID 178507686, 화합물

생성물 1

HCID 99037785-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride수율 74.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-Chloro-6-chloromethyluracil (5.0 g), 2-iminopyrrolidine (6.14 g), and sodium ethoxide (5.24 g) were dissolved in N,N-dimethylformamide (50 ml) and the resultant solution was stirred for 14 hours at room temperature. Subsequently, precipitated crystals were collected through filtration, and the crystals were suspended in water (30 ml). The resultant suspension was neutralized with acetic acid and washed. Subsequently, insoluble matter was collected through filtration and was dissolved in 1N HCl (60 ml). Activated carbon was added to the resultant solution and the mixture was subjected to filtration. The filtrate was concentrated under reduced pressure, and the residue was washed with ethanol, followed by filtration, to thereby obtain 2.68 g of the title compound (38% yield).

후처리

  1. customSubsequently, precipitated crystals
  2. filtrationwere collected through filtration
  3. washwashed
  4. filtrationSubsequently, insoluble matter was collected through filtration
  5. dissolutionwas dissolved in 1N HCl (60 ml)
  6. additionActivated carbon was added to the resultant solution
  7. filtrationthe mixture was subjected to filtration
  8. concentrationThe filtrate was concentrated under reduced pressure
  9. washthe residue was washed with ethanol
  10. filtrationfollowed by filtration

출처 및 근거

ORD 기록
ord-244ee05fe5d64339b42ff3a29d704f61
출처 데이터셋
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06479500B1

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