Reacción #9218

Ecuación de reacción

n-BuLi

1-(6-bromo-7-isopropoxy-2-benzothiazolyl)-3-ethylurea

N-chlorosuccinimide

→

title compound

Rendimiento 25.1%

1-(7-Isopropoxy-2-benzothiazolyl)-3-ethylurea

Rendimiento 25.1%

Disolventes

MeOH

DME

DME

Condiciones de reacción

Tratamiento posterior

1. 1
   Otropurified by HPLC

Procedimiento

A solution of 1-(6-bromo-7-isopropoxy-2-benzothiazolyl)-3-ethylurea (0.036 g, 0.10 mmol) in 0.5 mL DME was cooled down to about −78° C., and was treated with a solution of 1.6 M n-BuLi in hexanes (0.16 mL, 0.26 mmol, 2.6 eq). It was stirred at the temperature for about 20 min, then a solution of N-chlorosuccinimide (NCS) (0.015 g, 0.11 mmol, 1.1 eq) in 0.5 mL DME was added. It was warmed up to about 0° C. for about 0.5 hour. It was taken up in MeOH and purified by HPLC to give 0.007 g (25%) of the title compound. LC/MS 279.9 (M+1); LC retention time 3.10 min.

Fuente