Acetic Acid → Diacetylguanine

HRID 265618

反応式

HRID 265618 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]([OH:15])(=O)[CH3:13].[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[C:16]([N:3]([C:12](=[O:15])[CH3:13])[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:18])[CH3:17]

参加物

4

反応物 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 135398634Guanine

生成物 1

HCID 136360183Diacetylguanine収率 95%

実験手順

Guanine has also been acetylated in acetic anhydride and acetic acid to give different products depending on the workup conditions. H. Matsumoto. et al. Chem.Pharm.Bull. 1988, 36 (3), 1153. For example, after the reaction mixture becomes an almost clear solution, if solvents are removed by distillation, only diacetyl guanine is obtained in 95% yield. However, the addition of water at 60° C. followed by stirring at room temperature overnight produces N2 -acetylguanine in 94.4% yield. If the reaction mixture is merely cooled down, a mixture of mono- and di-acetylguanine is produced.

後処理

  1. customif solvents are removed by distillation

出典と根拠

ORDレコード
ord-81823c6002104188912a3c6eef0924b8
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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