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Iodine chloride → 1-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-5-iodouracil

HRID 1516771
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HRID 1516771 반응식
[I:1]Cl.[OH:3][CH2:4][CH:5]([CH2:16][OH:17])[CH2:6][CH2:7][N:8]1[CH:15]=[CH:14][C:12](=[O:13])[NH:11][C:9]1=[O:10]>CO>[OH:3][CH2:4][CH:5]([CH2:16][OH:17])[CH2:6][CH2:7][N:8]1[CH:15]=[C:14]([I:1])[C:12](=[O:13])[NH:11][C:9]1=[O:10]
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참가 물질

4

반응물 2

HCID 24640Iodine chlorideHCID 2896501-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-uracil

생성물 1

HCID 578389821-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-5-iodouracil수율 59.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

Iodine monochloride (500 mg, 3.08 mmol) was added to a solution of 18 (360 mg, 1.68 mmol) in dry methanol (25 ml) and the reaction mixture was stirred at 50° C. for 90 min. and then the methanol was removed in vacuo. The dry residue was treated with 5.0 ml of conc. ammonium hydroxide in 25 ml of methanol with stirring at 50° C. for 1 h. The crude reaction mixture was purified by elution from a column of silica gel by using dichloromethane-methanol (92:8, v/v) as eluent. The product 19 was obtained in 59.2% yield as a colorless gum.

후처리

  1. customthe methanol was removed in vacuo
  2. additionThe dry residue was treated with 5.0 ml of conc. ammonium hydroxide in 25 ml of methanol
  3. stirringwith stirring at 50° C. for 1 h
  4. customThe crude reaction mixture
  5. customwas purified by elution from a column of silica gel

출처 및 근거

ORD 기록
ord-6242d3b467be497f8970d67536aca8cf
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08227594B2

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