Phosphorus oxychloride → 1H-Purine, 8-(2-methoxy-4-(methylthio)phenyl)-

HRID 1155065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1155065
Cl.Cl.[NH2:3][C:4]1[C:9]([NH2:10])=[CH:8][N:7]=[CH:6][N:5]=1.[CH3:11][O:12][C:13]1[CH:21]=[C:20]([S:22][CH3:23])[CH:19]=[CH:18][C:14]=1[C:15](Cl)=O.P(Cl)(Cl)(Cl)=O>C(O)C>[CH3:11][O:12][C:13]1[CH:21]=[C:20]([S:22][CH3:23])[CH:19]=[CH:18][C:14]=1[C:15]1[NH:10][C:9]2[C:4](=[N:5][CH:6]=[N:7][CH:8]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 24813Phosphorus oxychlorideHCID 27595912-Methoxy-4-(methylthio)benzoyl chlorideHCID 20562693Pyrimidine-4,5-diamine dihydrochloride

Produkt 1

HCID 30599131H-Purine, 8-(2-methoxy-4-(methylthio)phenyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4.1 g of 4,5-diamino-pyrimidine dihydrochloride, 7.1 g of 2-methoxy-4-methylmercapto-benzoylchloride, and 50 ml of phosphorus oxychloride was refluxed for three hours. The reaction mixture was evaporated until one-half of the original volume remained, and then the remaining mixture was poured into water. The precipitate that formed was dissolved in boiling ethanol, precipitated by addition of ether, and purified by chromatography on silicagel (eluate: methylene chloride/ethanol in a volume ratio of 19:1).

Aufarbeitung

  1. temperaturewas refluxed for three hours
  2. customThe reaction mixture was evaporated until one-half of the original volume
  3. additionthe remaining mixture was poured into water
  4. customThe precipitate that formed
  5. dissolutionwas dissolved
  6. customprecipitated by addition of ether
  7. custompurified by chromatography on silicagel (eluate: methylene chloride/ethanol in a volume ratio of 19:1)

Quellen und Nachweise

ORD-Eintrag
ord-6f2ce2ad1fe448d69a3bf21d73a91289
Quelldatensatz
uspto-grants-1981_11
Patentnummer
US04299834

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