Réaction #955926

Équation de réaction

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

thiourea

Na2CO3

→

6-(2,4-Dimethylphenyl)pyridazine-3(2H)-thione

Rendement 83.5%

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   AutreThe mixture was evaporated
2. 2
   workup.ADDITIONwater (45 mL) was added to the residue
3. 3
   AutreThe precipitate that formed
4. 4
   Filtrationwas collected by filtration
5. 5
   Lavagewashed with diethylether
6. 6
   Autredried

Mode opératoire

3-chloro-6-(2,4-dimethylphenyl)pyridazine (example 13b) (1.36 g) was refluxed with thiourea (473 mg, 6.2 mmol) in EtOH (25 mL) for 5 hrs. The mixture was evaporated, and water (45 mL) was added to the residue, followed by Na2CO3 (318 mg, 3 mmol). The precipitate that formed was collected by filtration, washed with diethylether and dried to give 6-(2,4-Dimethylphenyl)pyridazine-3(2H)-thione (1.12 g, 52%). 1H NMR (300 MHz, dMSO): δ 2.29 (s, 3H), 2.32 (s, 3H), 7.12-7.30 (m, 2H), 7.29-7.31 (d, 1H), 7.46-7.49 (d, 1H), 7.65-7.68 (dd, 1H); MS (M+H, 217).

Source