Réaction #955908

Équation de réaction

5-(2-methoxy-4-methylphenyl)-2H-1,2,4-triazole-3(4H)-thione

2-(bromomethyl)pyridine hydrobromide

→

desired product

Rendement 72.0%

2-((5-(2-methoxy-4-methylphenyl)-1H-1,2,4-triazol-3-ylthio)methyl)pyridine

Rendement 72.0%

Solvants

EtOAc

EtOH

Conditions de réaction

Traitement

1. 1
   Lavagewashed with water, brine
2. 2
   Séchagedried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Autreevaporated
5. 5
   Autreto produce an oil
6. 6
   AutreThe oil was purified on a preparative TLC plate

Mode opératoire

To a solution of 5-(2-methoxy-4-methylphenyl)-2H-1,2,4-triazole-3(4H)-thione (Example 1a) (110 mg, 0.5 mmol) in 2 ml of EtOH was added 2-(bromomethyl)pyridine hydrobromide (152 mg, 0.6 mmol). The suspension was heated at 60° C. for 22 h. The reaction was diluted with EtOAc and washed with water, brine, dried over MgSO4 filtered and evaporated to produce an oil. The oil was purified on a preparative TLC plate to produce the desired product (72%). 1H NMR (500 MHz, CDCl3): δ 2.40 (s, 3H), 3.99 (s, 3H), 4.55 (s, 2H), 6.84 (s, 1H), 6.92-6.93 (d, 1H), 7.16-7.19 (dd, 1H), 7.53-7.55 (d, 1H), 7.62-7.65 (m, 1H), 8.15-8.17 (d, 1H), 8.56-8.57 (d, 1H). MS (M+H, 313).

Source