تفاعل #9991

معادلة التفاعل

3-chloro-aniline

2,6-dichloro-purine

→

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

المذيبات

isopropanol

1-pentanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to room temperature
2. 2
   workup.STIRRINGstirred at 10° C. for 90 minutes
3. 3
   ترشيحThe precipitate is filtered off
4. 4
   غسيلrinsed with isopropanol and diethyl ether
5. 5
   أخرىThe 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
   استخلاصThe aqueous phase is subsequently extracted twice with ethyl acetate
7. 7
   غسيلThe combined organic extracts are washed twice with water and once with saturated sodium chloride solution
8. 8
   تجفيفdried over sodium sulfate
9. 9
   ترشيحAfter filtration
10. 10
    تركيزthe filtrate is concentrated under reduced pressure
11. 11
    workup.STIRRINGThe crude product is stirred with diethyl ether
12. 12
    أخرىthe crystals are dried at 50° C. under an HV

الإجراء التجريبي

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.

المصدر