反応 #5370

反応方程式

hydrazine hydrate

6-chloropurine

ethyldiisopropylamine

N6 -[3-(N-methoxy-N-methylamino)propyl]adenine

→

white crystals

収率 36.0%

N6 -[2-(N-methoxy-N- methylamino)-propyl]adenine

収率 36.0%

反応条件

後処理

1. 1
   温度by refluxing for 6 hours
2. 2
   温度cooling in an ice bath
3. 3
   ろ過The resulting solid was filtered off
4. 4
   濃縮the filtrate was concentrated to 2 ml by evaporator with a water bath at 5° C
5. 5
   workup.ADDITIONThis concentrated solution was mixed with 6 ml of n-butanol and to the mixture
6. 6
   温度the mixture was gently refluxed for 5 hours
7. 7
   その他the solvent was distiled off under reduced pressure
8. 8
   その他The residue was purified by column chromatography on silica gel (eluent: chloroform/ethanol=9/1)

実験手順

In 15 ml of ethanol was dissolved 1.21 g (4.88 mmol) of the imide obtained in the above (1) and there was added 0.293 g (5.86 mmol) of hydrazine hydrate, followed by refluxing for 6 hours and cooling in an ice bath. The resulting solid was filtered off and the filtrate was concentrated to 2 ml by evaporator with a water bath at 5° C. This concentrated solution was mixed with 6 ml of n-butanol and to the mixture were added 0.528 g (3.42 mmol) of 6-chloropurine and 0.68 ml of ethyldiisopropylamine and the mixture was gently refluxed for 5 hours. This was cooled to room temperature and then the solvent was distiled off under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: chloroform/ethanol=9/1) to give 0.421 g (yield: 36%) of white crystals of N6 -[3-(N-methoxy-N-methylamino)propyl]adenine.

出典