Phosphoric Acid → Diacetylguanine

HRID 1080876

Reaktionsgleichung

Reaktionsgleichung von HRID 1080876
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH:8]1[C:17](=[O:18])[C:16]2[NH:15][CH:14]=[N:13][C:12]=2[N:11]=[C:9]1[NH2:10].P(=O)(O)(O)O.[CH3:24][C:25](OC(C)=O)=[O:26].CC(O)=O.N1C(=O)C2NC=NC=2N=C1N.OP(O)(O)=O>C(O)(=O)C>[C:25]([N:10]([C:5](=[O:7])[CH3:6])[C:9]1[NH:8][C:17](=[O:18])[C:16]2[NH:15][CH:14]=[N:13][C:12]=2[N:11]=1)(=[O:26])[CH3:24]

Komponenten

6

Edukt 4

HCID 1004Phosphoric AcidHCID 7918Acetic AnhydrideHCID 135398634Guanine2×HCID 136333567Ac2O AcOH guanine H3PO4

Produkt 1

HCID 136360183DiacetylguanineAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The effect of the ratio of acetic anhydride and acetic acid on the reaction time and yield was also studied. In general, any range of acetic anhydride, acetic acid, guanine and phosphoric acid can be used that provides the desired results. In the present work, it was found that a ratio of 15/10/1/0.05 (ml) of Ac2O/AcOH/guanine/H3PO4 is preferred. It was discovered that guanine could be acetylated using this ratio of reactants at reflux for 15 hours to give diacetylguanine with minimal discoloration in approximately 94% yield.

Aufarbeitung

  1. customthat provides the
  2. customdesired results
  3. temperatureat reflux for 15 hours

Quellen und Nachweise

ORD-Eintrag
ord-976c28d10c8840548e254ab29039ac45
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05583225

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