Acetic Anhydride → (2,4-Dihydroxypyrido[3,2-d]pyrimidin-6-yl)methyl acetate

HRID 1720884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1720884
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([CH3:12])=[N:11][C:5]=2[C:4](=[O:13])[NH:3]1.C1C=C(Cl)C=[C:16]([C:21]([O:23]O)=[O:22])C=1.C(OC(=O)C)(=O)C>C(O)(=O)C>[C:21]([O:23][CH2:12][C:10]1[CH:9]=[CH:8][C:6]2[NH:7][C:2](=[O:1])[NH:3][C:4](=[O:13])[C:5]=2[N:11]=1)(=[O:22])[CH3:16]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 70297m-Chloroperbenzoic acidHCID 2732402499-96-9

Produkt 1

HCID 22281841(2,4-Dihydroxypyrido[3,2-d]pyrimidin-6-yl)methyl acetateAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

1.77 g of 1 (10 mmol) in 50 ml of glacial acetic acid containing 6.5 g of MCPBA (57-85%) was refluxed for 3 hours. Acetic anhydride (40 ml) was added to the hot reaction mixture and the refluxing was continued for another half an hour. The clear brown solution was evaporated to dryness and the solid was stirred with ether (100 ml) and filtered. The solid was crystallized from ethanol to give 1.55 g (66%) of 2.

Aufarbeitung

  1. waitthe refluxing was continued for another half an hour
  2. customThe clear brown solution was evaporated to dryness
  3. filtrationfiltered
  4. customThe solid was crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-92b320791b364eefba58e728e7150c01
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05508281

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