Chlorotrimethylsilane → 2,6-Dichloropurine

HRID 969710ノート

反応式

HRID 969710 の反応式
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

参加物

5

反応物 3

HCID 6397ChlorotrimethylsilaneHCID 8053Isoamyl NitriteHCID 10149094HCID 10149094、化合物

生成物 1

HCID 53244122,6-Dichloropurine収率 78.5%

試薬・触媒・溶媒 1

HCID 5946Tetraethylammonium Chloride触媒

反応条件

温度
55 °C

実験手順

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).

後処理

  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.

出典と根拠

ORDレコード
ord-bb49f1bde22b487c8c4ff306dbe3e3d5
出典データセット
uspto-grants-2007_12
特許番号
US07307167B2

反応ノート

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