Acetic Acid → Diacetylguanine

HRID 265620

反応式

HRID 265620 の反応式
[NH:1]1[C:10](=[O:11])[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[N:4]=[C:2]1[NH2:3].[C:12](OC(=O)C)(=[O:14])[CH3:13].P(=O)(O)(O)O.[C:24](O)(=[O:26])[CH3:25]>>[C:12]([N:3]([C:24](=[O:26])[CH3:25])[C:2]1[NH:1][C:10](=[O:11])[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[N:4]=1)(=[O:14])[CH3:13]

参加物

5

反応物 4

HCID 176Acetic AcidHCID 1004Phosphoric AcidHCID 7918Acetic AnhydrideHCID 135398634Guanine

生成物 1

HCID 136360183Diacetylguanine収率 91%

実験手順

A mixture of guanine 3 (30 g, 0.199 mol), acetic anhydride (450 ml), and acetic acid (300 ml) was heated to reflux. Phosphoric acid (85.5%, 1.5 ml) was added to the mixture and the mixture then refluxed for 15 hours. Some product precipitated on the side of flask. Solvents were removed under reduced pressure (water aspirator) to dryness. After cooling, the resulting solid was collected, and then washed twice with water (30 ml) and methanol (20 ml) to give diacetylguanine (42.5 g, 91%). The filtrate (water and methanol) obtained above was concentrated to near dryness to give additional 4 (1.7 g, 3.6%). The total yield of 4 was 44.26 g (94.6%).

後処理

  1. temperaturewas heated to reflux
  2. temperaturethe mixture then refluxed for 15 hours
  3. customSome product precipitated on the side of flask
  4. customSolvents were removed under reduced pressure (water aspirator) to dryness
  5. temperatureAfter cooling
  6. customthe resulting solid was collected
  7. washwashed twice with water (30 ml) and methanol (20 ml)

出典と根拠

ORDレコード
ord-cad326ee61ec479bad4f3547c53e3241
出典データセット
uspto-grants-1997_07
特許番号
US05648489

関連ノート

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