반응 #63047

반응 방정식

4-amino-2-chloromethylpyrimidine

sodium methoxide

N-(2-mercaptoethyl)phthalimide

→

4-amino-2-[(2-phthalimidoethyl)thiomethyl]pyrimidine

용매

methanol

methanol

반응 조건

후처리

1. 1
   workup.ADDITIONafter the addition
2. 2
   기타evaporated to dryness
3. 3
   기타The residue was partitioned between 1N hydrochloric acid and ethyl acetate
4. 4
   기타the aqueous phase separated
5. 5
   workup.ADDITIONneutralised by the addition of sodium bicarbonate
6. 6
   추출The mixture was extracted with ethyl acetate
7. 7
   기타the extracts dried
8. 8
   기타evaporated to dryness
9. 9
   기타the residue was recrystallised from acetonitrile

실험 절차

A solution of 4-amino-2-chloromethylpyrimidine (11.6 g.) in methanol (20 ml.) was added over 15 minutes to a stirred mixture of sodium methoxide (4.32 g.), N-(2-mercaptoethyl)phthalimide (16.6 g.) and methanol (100 ml.), and the mixture stirred for 1 hour after the addition was complete and then evaporated to dryness. The residue was partitioned between 1N hydrochloric acid and ethyl acetate, and the aqueous phase separated and neutralised by the addition of sodium bicarbonate. The mixture was extracted with ethyl acetate and the extracts dried and evaporated to dryness, and the residue was recrystallised from acetonitrile to give 4-amino-2-[(2-phthalimidoethyl)thiomethyl]pyrimidine, m.p. 131°-133°.

출처