Acetic Acid → Diacetylguanine

HRID 265618

반응식

HRID 265618 반응식
[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]

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 135398634Guanine

생성물 1

HCID 136360183Diacetylguanine수율 95%

실험 절차

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.

후처리

  1. customif solvents are removed by distillation

출처 및 근거

ORD 기록
ord-81823c6002104188912a3c6eef0924b8
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648489

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