Reacción #5921

Ecuación de reacción

sodium hydrogen carbonate

2-(4-chlorophenyl)-3,4-dihydro-2H-1,4-benzothiazine

N,N-dimethylaniline

dimethylaminoacetyl chloride hydrochloride

→

2-(4-chlorophenyl)-4-(dimethylamino)acetyl-3,4-dihydro-2H-1,4-benzothiazine hydrochloride

Rendimiento 165.5%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónis extracted with chloroform
2. 2
   LavadoThe chloroform layer is washed
3. 3
   Otrodried
4. 4
   workup.DISTILLATIONdistilled
5. 5
   Otroto remove the solvent
6. 6
   workup.ADDITIONThe residue is treated with hydrochloric acid
7. 7
   Otrothe resulting salt is recrystallized from ethanol-ether

Procedimiento

To a solution of 2-(4-chlorophenyl)-3,4-dihydro-2H-1,4-benzothiazine (0.52 g) and N,N-dimethylaniline (0.97 g) in methylene chloride (15 ml) is added dimethylaminoacetyl chloride hydrochloride (0.63 g) under ice cooling, and the mixture is stirred at the same temperature for 2.5 hours. To the reaction mixture is added aqueous sodium hydrogen carbonate solution, and is extracted with chloroform. The chloroform layer is washed, dried and distilled to remove the solvent. The residue is treated with hydrochloric acid and the resulting salt is recrystallized from ethanol-ether to give 2-(4-chlorophenyl)-4-(dimethylamino)acetyl-3,4-dihydro-2H-1,4-benzothiazine hydrochloride (0.63 g, yield 86%).

Fuente