Reacción #65128

ord-39fdf17b5f5545aca2734a542994b75a

Ecuación de reacción

Nc1ccccc1S
2-Aminobenzenethiol
CCCn1c(=O)[nH]cc(O)c1=O
5-hydroxy-3-propylpyrimidine-2,4(1H,3H)-dione
O=C1CCC(=O)N1Br
N-bromosuccinimide
CCCn1c(=O)[nH]c2c(c1=O)Nc1ccccc1S2
1,5-dihydro-3-propyl-2H-pyrimido[4,5-b][1,4]benzothiazine-2,4(3H)-dione
Rendimiento 87.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture was heated
  2. 2
    Temperaturaat reflux for one hour
  3. 3
    TemperaturaAfter cooling
  4. 4
    Otrothe precipitate was collected

Procedimiento

To a solution of the 5-hydroxy-3-propylpyrimidine-2,4(1H,3H)-dione (0.85 g) in ethanol (40 ml), N-bromosuccinimide (0.98 g) was added in portions at room temperature. The mixture was stirred for 30 min. 2-Aminobenzenethiol (0.94 g) was added and the mixture was heated at reflux for one hour. After cooling, the precipitate was collected to give 1,5-dihydro-3-propyl-2H-pyrimido[4,5-b][1,4]benzothiazine-2,4(3H)-dione (1.20 g, 87% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05418231uspto-grants-1995_05