Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1029571Erstellt: 26. Oktober 2026

p-Toluenesulfonic acid → 2-Chloro-6-methyl-8-propylpurine

https://huagongshe.com/reaction/1029571

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt1,1,1-TrimethoxybutaneHCID 123512—
Edukt2-Chloro-4,5-diamino-6-methylpyrimidineHCID 275295—
Lösungsmittel2-MethoxyethanolHCID 8019—
Produkt2-Chloro-6-methyl-8-propylpurineHCID 1901221247,1%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

A mixture of 2-Chloro-4,5-diamino-6-methylpyrimidine (0.80 g, 5.04 mmol), trimethylorthobutyrate (1.2 ml, 7.6 mmol) and p-TsOH (0.08 g) in 2-methoxyethanol (24 ml) was heated in an oil bath at 140° C. for 24 hours. The product was isolated as described in Step 2 of Example 12 and purified by flash chromatography using EtOAc-hexane (1:1) to give the crystalline titled compound (0.5 g, 47%). NMR (CDCl3): δ1.03 (t, J=8 Hz,3H), 1.9 (q,2H), 2.82 (s, 3H), 3.0 (t, J=8 Hz, 2H). FAB-MS: m/e 211 and 213 (M+H). Analysis calculated for C9H11N4Cl: C, 51.31; H, 5.26; N, 26.60. Found: C, 51.43; H, 5.50, N, 26.81.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05102880
Quelldatensatzuspto-grants-1992_04
ORD IDord-8759ea6a42a84a318ec38a8945ae7b4d
Quellennotizuspto-grants-1992_04