Réaction #2139932

Équation de réaction

phenothiazine

iodoethane

potassium hydroxide

→

10-Ethylphenothiazine

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   Températurewas refluxed for 24 hours
2. 2
   TempératureAfter cooling
3. 3
   Filtrationthe reaction mixture was filtered
4. 4
   Autrethe solvent was evaporated
5. 5
   AutreThe product was crystallized from methanol
6. 6
   Autrewas 103-104° C

Mode opératoire

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).

Source