반응 #63046

반응 방정식

2-chloroacetamidine hydrochloride

1,5-diazabicyclo[5,4,0]undec-5-ene

1,5-diazabicyclo[5,4,0]undec-5-ene

water

ethyl acetate

→

4-amino-2-chloromethylpyrimidine

수율 67.8%

용매

acetonitrile

acetonitrile

반응 조건

후처리

1. 1
   기타the temperature below 30°
2. 2
   workup.ADDITIONafter the addition
3. 3
   여과filtered through a pad of diatomaceous earth
4. 4
   기타the ethyl acetate phase separated
5. 5
   추출The aqueous phase was further extracted with ethyl acetate (2×100 ml.)
6. 6
   건조the combined ethyl acetate extracts dried
7. 7
   기타evaporated to dryness

실험 절차

Solutions of 2-chloroacryloitrile (15.7 g.) in acetronitrile (20 ml.) and 1,5-diazabicyclo[5,4,0]undec-5-ene (27 g.) in acetonitrile (20 ml.) were added simultaneously over 30 minutes to a stirred, ice-cooled solution of 2-chloroacetamidine hydrochloride (19.2 g.) and 1,5-diazabicyclo[5,4,0]undec-5-ene (22.5 g.) in acetonitrile (200 ml.), keeping the temperature below 30° and the mixture stirred a further 4 hours at room temperature after the addition was complete. The resulting mixture was stirred with a mixture of water (100 ml.) and ethyl acetate (200 ml.) and then filtered through a pad of diatomaceous earth and the ethyl acetate phase separated. The aqueous phase was further extracted with ethyl acetate (2×100 ml.) and the combined ethyl acetate extracts dried and evaporated to dryness to give 4-amino-2-chloromethylpyrimidine (14.5 g.) which was used without further purification.

출처