Hydrogen Peroxide → 6-Carboxy-5-trifluoromethyluracil

HRID 1363443노트

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HRID 1363443 반응식
[C:1]([C:4]1[NH:9][C:8](=[O:10])[NH:7][C:6](=[O:11])[CH:5]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.[F:17][C:18](I)([F:20])[F:19].OO>[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe+2].CS(C)=O>[C:1]([C:4]1[NH:9][C:8](=[O:10])[NH:7][C:6](=[O:11])[C:5]=1[C:18]([F:20])([F:19])[F:17])([OH:3])=[O:2]

참가 물질

7

반응물 4

HCID 784Hydrogen PeroxideHCID 967Orotic AcidHCID 1118Sulfuric AcidHCID 16843Trifluoroiodomethane

생성물 1

HCID 576934296-Carboxy-5-trifluoromethyluracil수율 95%

시약·촉매·용매 2

HCID 7611Bis(eta-cyclopentadienyl) iron촉매HCID 679Dimethyl Sulfoxide용매3회

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온도
65 °C

실험 절차

0.17 g (1.0 mmol) of 6-carboxyuracil and 0.058 g (0.3 mmol) of ferrocene were weighed and placed in a 50 ml two-neck flask equipped with a magnetic rotor and the atmosphere in the flask was replaced with argon. The following materials were added thereinto: 1.8 ml of dimethyl sulfoxide, 2.0 ml of a 1N dimethyl sulfoxide solution of sulfuric acid, 1.0 ml of a 3.0 mol/l dimethyl sulfoxide solution of trifluoromethyl iodide and 0.2 ml of a 30% hydrogen peroxide aqueous solution. The mixture was stirred at 60 to 70° C. for 20 minutes and then the resulting solution was cooled to room temperature. Formation of 6-carboxy-5-trifluoromethyluracil (19F-NMR yield: 95%) was confirmed by 19F-NMR with 2,2,2-trifluoroethanol as an internal standard. 6-Carboxy-5-trifluoromethyluracil was obtained (0.076 g, yield: 34%) by column chromatography.

후처리

  1. customplaced in a 50 ml two-neck flask
  2. customequipped with a magnetic rotor
  3. additionThe following materials were added
  4. temperaturethe resulting solution was cooled to room temperature

출처 및 근거

ORD 기록
ord-688cd5ea4ab14455a49b9fa2df9f65ea
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07884202B2

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