Reaktion #63047

Reaktionsgleichung

4-amino-2-chloromethylpyrimidine

sodium methoxide

N-(2-mercaptoethyl)phthalimide

→

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

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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°.

Quelle