Hydrogen Peroxide → 8-(trifluoromethyl)-7H-purine-2,6-diamine

HRID 1012872

反応式

HRID 1012872 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH2:11])[N:3]=1.[F:12][C:13](I)([F:15])[F:14].OO>S([O-])([O-])(=O)=O.[Fe+2].CS(C)=O>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7]([C:13]([F:15])([F:14])[F:12])=[N:8]2)=[C:4]([NH2:11])[N:3]=1

参加物

6

反応物 3

HCID 784Hydrogen PeroxideHCID 16843TrifluoroiodomethaneHCID 309762,6-Diaminopurine

生成物 1

HCID 36354078-(trifluoromethyl)-7H-purine-2,6-diamine収率 40%

試薬・触媒・溶媒 2

HCID 24393Ferrous Sulfate触媒HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

0.12 g (0.8 mmol) of 2,6-diaminopurine was weighed and placed in a two-neck flask and the atmosphere in the flask was replaced with argon. The following materials were added thereinto: 3.0 ml of dimethyl sulfoxide, 0.8 ml of a 3.0 mol/l dimethyl sulfoxide solution of trifluoromethyl iodide, 0.25 ml of a 1.0 mol/l aqueous solution of iron(II) sulfate and 0.15 ml of a 30% hydrogen peroxide aqueous solution, and the mixture was stirred for 20 minutes. During the stirring, the temperature of the reaction system rose up in the range of from 40° C. to 50° C. Thereafter, the resulting solution was cooled to room temperature. Formation of 2,6-diamino-8-trifluoromethylpurine (19F-NMR yield: 40%) was confirmed by 19F-NMR with 2,2,2-trifluoroethanol as an internal standard. Water was added to the resulting solution, sodium hydrogen carbonate was added thereto to neutralize, and the desired product was extracted with ethyl acetate. The extract was passed through column chromatography and concentrated under reduced pressure to obtain 2,6-diamino-8-trifluoromethylpurine as a white solid (0.043 g, yield: 20%).

後処理

  1. customplaced in a two-neck flask
  2. additionThe following materials were added
  3. customrose up in the range of from 40° C. to 50° C

出典と根拠

ORDレコード
ord-c48c95f2c6d1432caa5693517c218c98
出典データセット
uspto-grants-2011_07
特許番号
US07981318B2

関連ノート

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