Dichlorodimethylsilane → 2,6-Dichloropurine

HRID 969709노트

반응식

HRID 969709 반응식
C([N:4]1[CH:12]=[N:11][C:10]2[C:5]1=[N:6][C:7](N)=[N:8][C:9]=2[Cl:13])(=O)C.[Cl:15][Si](Cl)(C)C.N(OCCC(C)C)=O>[Cl-].C([N+](CC)(CC)CC)C.CCCCCCC>[Cl:15][C:7]1[N:6]=[C:5]2[C:10]([NH:11][CH:12]=[N:4]2)=[C:9]([Cl:13])[N:8]=1

참가 물질

6

반응물 3

HCID 6398DichlorodimethylsilaneHCID 8053Isoamyl NitriteHCID 10149094HCID 10149094, 화합물

생성물 1

HCID 53244122,6-Dichloropurine수율 73.8%

시약·촉매·용매 2

HCID 5946Tetraethylammonium Chloride촉매HCID 8900Heptane용매

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온도
55 °C

실험 절차

9-Acetyl-2-amino-6-chloropurine (0.50 g, 2.36 mmol), dichlorodimethylsilane (1.01 g, 7.80 mmol), tetraethylammonium chloride (0.025 g, 0.15 mmol) and isoamyl nitrite (0.42 g, 3.54 mmol) were added to heptane (4 ml), and the mixture was heated to 50-60° C. and stirred for 14 hr. After the completion of the reaction, the mixture was filtrated. The obtained crystals were diluted with water (4.0 ml), and the mixture was adjusted to pH 4-5 with a 2M aqueous sodium hydroxide solution. After aging under ice-cooling for 1 hr, the mixture was filtrated, and the obtained crystals were dried under reduced pressure at 80° C. to give a white powder (0.31 g, yield 73.8%) of 2,6-dichloropurine.

후처리

  1. customAfter the completion of the reaction
  2. filtrationthe mixture was filtrated
  3. additionThe obtained crystals were diluted with water (4.0 ml)
  4. temperaturecooling for 1 hr
  5. filtrationthe mixture was filtrated
  6. customthe obtained crystals were dried under reduced pressure at 80° C.

출처 및 근거

ORD 기록
ord-a3c9ed2c2092469fbfc92b52a7f6f57a
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307167B2

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