Dichlorodimethylsilane → 2,6-Dichloropurine

HRID 969711ノート

反応式

HRID 969711 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.[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

参加物

6

反応物 3

HCID 6398DichlorodimethylsilaneHCID 8053Isoamyl NitriteHCID 10149094HCID 10149094、化合物

生成物 1

HCID 53244122,6-Dichloropurine収率 72.6%

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
27.5 °C

実験手順

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).

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. 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.

出典と根拠

ORDレコード
ord-575825576c19492d8de4acc092c51aeb
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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