Dichlorodimethylsilane → 2,6-Dichloropurine

HRID 969711노트

반응식

HRID 969711 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)C1C=CC=CC=1.ClC1C=CC=CC=1Cl>[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 72.6%

시약·촉매·용매 2

HCID 66133Benzyl triethylammonium chloride촉매HCID 72391,2-Dichlorobenzene용매

반응 조건

온도
27.5 °C

실험 절차

9-Acetyl-2-amino-6-chloropurine (2.50 g, 11.8 mmol), dichlorodimethylsilane (4.57 g, 35.4 mmol), benzyltriethylammonium chloride (0.16 g, 0.70 mmol) and isoamyl nitrite (2.07 g, 17.7 mmol) were added to o-dichlorobenzene (10 ml), and the mixture was heated to 25-30° C. and stirred for 8 hr. After the completion of the reaction, the mixture was filtrated. The obtained crystals were diluted with water (4.0 ml), and the reaction mixture was added dropwise to 2M aqueous sodium hydroxide solution (20 ml) and partitioned. The aqueous layer was adjusted to pH 4-5 with 35% hydrochloric acid. 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 2,6-dichloropurine as a white powder (1.62 g, yield 72.6%). The properties of the obtained compound were the same as in Example 1(2).

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. additionthe reaction mixture was added dropwise to 2M aqueous sodium hydroxide solution (20 ml)
  5. custompartitioned
  6. temperaturecooling for 1 hr
  7. filtrationthe mixture was filtrated
  8. customthe obtained crystals were dried under reduced pressure at 80° C.

출처 및 근거

ORD 기록
ord-575825576c19492d8de4acc092c51aeb
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307167B2

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