Reacción #5933

Ecuación de reacción

3-(4-chlorophenyl)-1-[3-(methylamino)propyl]-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one

potassium carbonate

allyl bromide

→

1-[3-(N-allyl-N-methylamino)propyl]-3-(4-chlorophenyl)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe insoluble materials are filtered off
2. 2
   workup.DISTILLATIONacetone is distilled off
3. 3
   Otrothe oily residue is purified by silica gel column chromatography (eluent, chloroform:methanol=20:1)

Procedimiento

To a mixture of 3-(4-chlorophenyl)-1-[3-(methylamino)propyl]-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one (1.79 g), potassium carbonate (2.18 g) and acetone (50 ml) is added allyl bromide (0.65 g) under ice cooling, and the mixture is stirred at room temperature overnight. The insoluble materials are filtered off and acetone is distilled off, and the oily residue is purified by silica gel column chromatography (eluent, chloroform:methanol=20:1) to give 1-[3-(N-allyl-N-methylamino)propyl]-3-(4-chlorophenyl)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one as oil.

Fuente