Ammonia → N-(6-chloro-7H-purin-2-yl)acetamide
Reaktionsgleichung
C(N1CCCCC1)C.[CH3:9][C:10]([NH:12][C:13]1[NH:19][C:18]2[N:20](C(C)=O)[CH:21]=[N:22][C:17]=2[C:15](=O)[N:14]=1)=[O:11].P(Cl)(Cl)([Cl:28])=O.N>[Cl-].C([N+](CC)(CC)CC)C.C(#N)C.O>[C:10]([NH:12][C:13]1[N:19]=[C:18]2[C:17]([NH:22][CH:21]=[N:20]2)=[C:15]([Cl:28])[N:14]=1)(=[O:11])[CH3:9]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
45.0 g (0.27 mol) of tetraethylammonium chloride and 22.8 g (0.2 mol) of N-ethylpiperidine are added to a suspension of 42.6 g (0.18 mol) of 2,9-diacetylguanine in 450 ml of acetonitrile. 165.3 g (1.08 mol) of phosphorus oxychloride are then metered in at a temperature of 0° C. to 5° C. of the reaction mixture. The mixture is stirred at 25° C. for 20 hours, then introduced into 1.25 l of water such that 15° C. is not exceeded and the pH is at the same time kept between 4.8 and 5.5 using 12% strength ammonia solution. The mixture is stirred at 0° C. to 5° C. for 1 hour at a constant pH of 5, then the product is filtered off, washed with water and dried in vacuo at 50° C. 34.1 g of 2-acetamido-6-chloropurine are obtained. The final product is determined with the aid of HPLC on an RP-18 column in a reaction mixture of water, acetonitrile and acetic acid in the ratio 6:1:0.5.
Aufarbeitung
- customare then metered in at a temperature of 0° C. to 5° C. of the reaction mixture
- stirringThe mixture is stirred at 0° C. to 5° C. for 1 hour at a constant pH of 5
- filtrationthe product is filtered off
- washwashed with water
- customdried in vacuo at 50° C
Quellen und Nachweise
- ORD-Eintrag
- ord-b78eead3502141c2a2fb42e1e53b070e
- Quelldatensatz
- uspto-grants-1995_07
- Patentnummer
- US05434263
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