Chlorotrimethylsilane → 2,6-Dichloropurine

HRID 969710노트

반응식

HRID 969710 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.N(OCCC(C)C)=O.[Cl:23][Si](C)(C)C>[Cl-].C([N+](CC)(CC)CC)C>[Cl:23][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

5

반응물 3

HCID 6397ChlorotrimethylsilaneHCID 8053Isoamyl NitriteHCID 10149094HCID 10149094, 화합물

생성물 1

HCID 53244122,6-Dichloropurine수율 78.5%

시약·촉매·용매 1

HCID 5946Tetraethylammonium Chloride촉매

반응 조건

온도
55 °C

실험 절차

9-Acetyl-2-amino-6-chloropurine (0.50 g, 2.36 mmol), tetraethylammonium chloride (0.025 g, 0.15 mmol) and isoamyl nitrite (0.42 g, 3.54 mmol) were added to chlorotrimethylsilane (4.0 g, 36.8 mmol), and the mixture was heated to 50-60° C. and stirred for 10 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 2,6-dichloropurine as a white powder (0.35 g, yield 78.3%). 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. 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-bb49f1bde22b487c8c4ff306dbe3e3d5
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307167B2

반응 노트

불러오는 중…