Hydrogen Peroxide → 6-Amino-1,3-dimethyl-5-trifluoromethyluracil

HRID 1363441노트

반응식

HRID 1363441 반응식
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[CH:3]=1.S(=O)(=O)(O)O.[F:17][C:18](I)([F:20])[F:19].OO>S([O-])([O-])(=O)=O.[Fe+2].CS(C)=O>[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[C:18]([F:20])([F:19])[F:17]

참가 물질

7

반응물 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 16843TrifluoroiodomethaneHCID 811526-Amino-1,3-dimethyluracil

생성물 1

HCID 576932606-Amino-1,3-dimethyl-5-trifluoromethyluracil수율 95%

시약·촉매·용매 2

HCID 24393Ferrous Sulfate촉매HCID 679Dimethyl Sulfoxide용매2회

반응 조건

온도
45 °C

실험 절차

0.16 g (1.0 mmol) of 6-amino-1,3-dimethyluracil was 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: 2.0 ml of a 1N dimethyl sulfoxide solution of sulfuric acid, 1.0 ml of a 2.1 mol/l dimethyl sulfoxide solution of trifluoromethyl iodide, 0.2 ml of a 30% hydrogen peroxide aqueous solution and 0.3 ml of a 1.0 mol/l aqueous solution of iron (II) sulfate. The mixture was stirred at 40 to 50° C. for 20 minutes and then the resulting solution was cooled to room temperature. Formation of 6-amino-1,3-dimethyl-5-trifluoromethyluracil (19F-NMR yield: 95%) was confirmed by 19F-NMR with 2,2,2-trifluoroethanol as an internal standard. 6-Amino-1,3-dimethyl-5-trifluoromethyluracil was obtained as a white solid (0.20 g, yield: 95%) 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-fc50970874d84848ac321635dfb13c05
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07884202B2

반응 노트

불러오는 중…