Reaction #955927

Reaction equation

6-(2,4-dimethylphenyl)pyridazin-3(2H)-one

POCl3

→

3-chloro-6-(2,4-dimethylphenyl)pyridazine

Conditions

Workup

1. 1
   TemperatureFollowing cooling
2. 2
   workup.ADDITIONtreating with crushed ice a white solid
3. 3
   Otherobtained
4. 4
   Otherwas collected

Procedure

6-(2,4-dimethylphenyl)pyridazin-3(2H)-one (example 13c) was heated with POCl3 (5.15 ml, 55 mmol) at 85° C. for 4 hours. Following cooling and treating with crushed ice a white solid obtained and was collected to give 1.36 g of the 3-chloro-6-(2,4-dimethylphenyl)pyridazine. 1H NMR (300 MHz, dMSO): δ 2.29 (s, 3H), 2.34 (s, 3H), 7.16-7.19 (m, 2H), 7.35-7.37 (d, 1H), 7.93-8.00 (dd, 2H); (M+H, 313).

Source