Reacción #77418

Ecuación de reacción

2-bromo-6-thioureidopyridine

chloroacetaldehyde

→

titled compound

Rendimiento 96.0%

6-Bromo-N-(2-thiazolyl)pyridin-2-amine

Rendimiento 96.0%

Disolventes

ethanol

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 4.75 h
3. 3
   ConcentraciónThe solution was concentrated in vacuo
4. 4
   workup.ADDITIONthe residue was diluted with 1 N aqueous NaOH solution at 0° C.
5. 5
   workup.ADDITIONthe pH was then adjusted to 8.5 by addition of 6 N aqueous HCl solution
6. 6
   FiltraciónThe precipitate was collected by filtration
7. 7
   Lavadowashed several times with water
8. 8
   Secadodried in vacuo over P2O5

Procedimiento

A suspension of 2-bromo-6-thioureidopyridine (3 g, 12.92 mmol) and chloroacetaldehyde (3.28 mL, 25.85 mmol) in ethanol (27 mL) and water (7 mL) was heated at reflux for 4.75 h. The solution was concentrated in vacuo and the residue was diluted with 1 N aqueous NaOH solution at 0° C., stirred for 10 min, and the pH was then adjusted to 8.5 by addition of 6 N aqueous HCl solution. The precipitate was collected by filtration, washed several times with water and dried in vacuo over P2O5 to obtain the titled compound (3.17 g, 96%) as a light yellow solid.

Fuente