Réaction #1545

Équation de réaction

6-ethyl-2-phenyl-4(3H)-pyrimidinone

N-chlorosuccinimide

→

5-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone

Rendement 87.1%

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was cooled
2. 2
   workup.ADDITIONpoured
3. 3
   Autreonto crushed ice
4. 4
   FiltrationThe mixture was filtered
5. 5
   Autrethe solid collected
6. 6
   Lavagewas washed with water
7. 7
   SéchageThe solid was dried in a vacuum oven at 50C

Mode opératoire

A stirred solution of 7.81 g (39.1 mmol) of 6-ethyl-2-phenyl-4(3H)-pyrimidinone and 5.80 g (43.4 mmol) of N-chlorosuccinimide in 100 mL of glacial acetic acid was heated at 90° C. for 4 h. The mixture was cooled, poured onto crushed ice and allowed to stand until the ice had melted. The mixture was filtered and the solid collected was washed with water and a little ether. The solid was dried in a vacuum oven at 50C to afford 7.99 g of 5-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone (an intermediate for compound 172) as a white solid. 1H-NMR (d6-DMSO) 1.30(3H,t), 2.8(2H,q), 7.6(3H,m), 8.2(2H.m).

Source