Reacción #72743

Ecuación de reacción

6-bromo-2-methyl-4-nitro-1H-benzo[d]imidazole

1-(bromomethyl)naphthalene

K2CO3

→

desired product

Rendimiento 100.0%

6-bromo-2-methyl-1-(naphthalen-1-ylmethyl)-4-nitro-1H-benzo[d]imidazole

Rendimiento 100.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared
2. 2
   TemperaturaIt was cooled to room temperature
3. 3
   Filtraciónfiltered
4. 4
   workup.ADDITIONThe filtrate was then poured into water
5. 5
   FiltraciónIt was then filtered
6. 6
   Otroto afford a solid
7. 7
   Lavadothe solid was washed with water
8. 8
   Otrodried in-vacuo

Procedimiento

A mixture of 6-bromo-2-methyl-4-nitro-1H-benzo[d]imidazole (prepared following the same procedure as Example 1) (3 g), 1-(bromomethyl)naphthalene (2.85 g) and K2CO3 (3.23 g) in DMF (100 mL) was stirred at 80° C. overnight. It was cooled to room temperature and filtered. The filtrate was then poured into water. It was then filtered to afford a solid and the solid was washed with water and then dried in-vacuo to afford the desired product (4.63 g, 100%). 1H NMR (300 MHz, DMSO-d6) δ ppm 2.54 (s, 3H), 6.16 (s, 2H), 6.32 (d, 1H, J=7.5 Hz), 7.33 (t, 1H, J=7.5 Hz), 7.61-7.72 (m, 2H), 7.87 (d, 1H, J=7.5 Hz), 8.01 (d, 1H, J=7.5 Hz), 8.14 (d, 1H, J=1.8 Hz), 8.19 (d, 1H, J=7.5 Hz), 8.28 (d, 1H, J=1.8 Hz); LC-MS: m/e=296 [M+1]+.

Fuente