Reacción #2139932

Ecuación de reacción

phenothiazine

iodoethane

potassium hydroxide

→

10-Ethylphenothiazine

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for 24 hours
2. 2
   TemperaturaAfter cooling
3. 3
   Filtraciónthe reaction mixture was filtered
4. 4
   Otrothe solvent was evaporated
5. 5
   OtroThe product was crystallized from methanol
6. 6
   Otrowas 103-104° C

Procedimiento

A mixture of 10 g (0.05 mol) of phenothiazine (obtained from Fluka), 11.7 g (0.075 mol) of iodoethane (obtained from Aldrich), 4.2 g (0.075 mol) of potassium hydroxide, and 0.25 g of tetra-n-butylammonium hydrogen sulfate (obtained from Aldrich) in 200 ml of dry toluene was refluxed for 24 hours. After cooling, the reaction mixture was filtered, and the solvent was evaporated. The product was crystallized from methanol. The yield of 10-ethylphenothiazine was 10.2 g (90%). The melting point of the product was 103-104° C. The 1H-NMR spectrum (100 MHz) of the product in CDCl3 was characterized by the following chemical shifts (δ, ppm): 1.40 (t, J=7.0 Hz, 3H, CH3); 3.90 (q, J=7.0 Hz, 2H, CH2); 6.78-7.32 (m, 8H, Ar).

Fuente