Triethylamine → N-(6-chloro-7H-purin-2-yl)acetamide

HRID 1647914

Reaktionsgleichung

Reaktionsgleichung von HRID 1647914
C(N(CC)CC)C.[CH3:8][C:9]([NH:11][C:12]1[NH:18][C:17]2[N:19](C(C)=O)[CH:20]=[N:21][C:16]=2[C:14](=O)[N:13]=1)=[O:10].P(Cl)(Cl)([Cl:27])=O>[Cl-].C([N+](CC)(CC)CC)C.C(#N)C>[C:9]([NH:11][C:12]1[N:18]=[C:17]2[C:16]([NH:21][CH:20]=[N:19]2)=[C:14]([Cl:27])[N:13]=1)(=[O:10])[CH3:8]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 178474472HCID 178474472, Verbindung

Produkt 1

HCID 6098997N-(6-chloro-7H-purin-2-yl)acetamideAusbeute 81,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5946Tetraethylammonium ChlorideKatalysatorHCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

60.0 g (0.36 mol) of tetraethylammonium chloride and 20.3 g (0.2 mol) of triethylamine 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 added at a temperature of the reaction mixture of 0° C. to 5° C. The mixture is stirred at 25° C. for 20 hours and then worked up as in Example 1. 30.9 g of 2-acetamido-6-chloropurine are obtained.

Quellen und Nachweise

ORD-Eintrag
ord-7bfd122aa2cd4075b61737d5beddf67a
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05434263

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