Reaktion #9991

Reaktionsgleichung

3-chloro-aniline

2,6-dichloro-purine

→

2-Chloro-6-(3-chloro-phenyl-amino)-purine

Lösungsmittel

isopropanol

1-pentanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature
2. 2
   workup.STIRRINGstirred at 10° C. for 90 minutes
3. 3
   FiltrationThe precipitate is filtered off
4. 4
   Waschenrinsed with isopropanol and diethyl ether
5. 5
   SonstigeThe crystals are partitioned between 50 ml of 2 N (two normal) sodium hydroxide solution, 100 ml of water and 700 ml of ethyl acetate
6. 6
   ExtraktionThe aqueous phase is subsequently extracted twice with ethyl acetate
7. 7
   WaschenThe combined organic extracts are washed twice with water and once with saturated sodium chloride solution
8. 8
   Trocknendried over sodium sulfate
9. 9
   FiltrationAfter filtration
10. 10
    Einengenthe filtrate is concentrated under reduced pressure
11. 11
    workup.STIRRINGThe crude product is stirred with diethyl ether
12. 12
    Sonstigethe crystals are dried at 50° C. under an HV

Vorschrift

1.4 ml (13 mmol) of 3-chloro-aniline are added to a suspension of 650 mg (3.44 mmol) of 2,6-dichloro-purine in 5 ml of 1-pentanol. The reaction mixture is stirred at 100° C. (oil bath temperature) for 3 hours. After cooling to room temperature, the mixture is diluted with isopropanol and stirred at 10° C. for 90 minutes. The precipitate is filtered off and rinsed with isopropanol and diethyl ether. The crystals are partitioned between 50 ml of 2 N (two normal) sodium hydroxide solution, 100 ml of water and 700 ml of ethyl acetate. The aqueous phase is subsequently extracted twice with ethyl acetate. The combined organic extracts are washed twice with water and once with saturated sodium chloride solution and dried over sodium sulfate. After filtration, the filtrate is concentrated under reduced pressure. The crude product is stirred with diethyl ether and the crystals are dried at 50° C. under an HV. 2-Chloro-6-(3-chloro-phenyl-amino)-purine is obtained; Rf=0.47 (ethyl acetate:hexane=3:1); APCI-MS: (M+H)+=280; HPLC: tret(grad 20/1)=10.26 minutes.

Quelle