Reaction #1674

Reaction equation

ammonium chloride

2-(4-chlorophenyl)dimethylaminopropenal

urea

HCl

→

5-(4-chlorophenyl)-2-pyrimidinone

Yield 29.7%

Solvents

ethanol

water

Conditions

Workup

1. 1
   Temperaturewas refluxed for 4 hours
2. 2
   workup.ADDITIONwas added until the pH was 7
3. 3
   FiltrationThe resulting yellow solid was filtered off
4. 4
   Otherdried

Procedure

A mixture of 2-(4-chlorophenyl)dimethylaminopropenal (Example 145a) (5.13 g), urea (2.4 g), concentrated HCl (10 ml), water (4 ml) and ethanol (150 ml) was refluxed for 4 hours. After cooling to room temperature concentrated ammonium chloride was added until the pH was 7. The resulting yellow solid was filtered off and dried yielding 1.5 g of 5-(4-chlorophenyl)-2-pyrimidinone.

Source