Reacción #6949

Ecuación de reacción

NaOH

cyanamide

3-benzyloxyphenylamine

HCl

→

N-(3-Benzyloxy-phenyl)guanidine

Rendimiento 98.4%

Disolventes

1,4-dioxane

1,4-dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathen cooled to ambient temperature
2. 2
   Filtraciónthe resulting precipitate was collected by filtration
3. 3
   OtroThe solid product was dried under vacuum overnight
4. 4
   Otroto afford 23.8 g in 98.4% yield

Procedimiento

To a suspension of 3-benzyloxyphenylamine (20.0 g, 100.35 mmol) in 1,4-dioxane (150 mL) was added cyanamide (7.39 g, 175.95 mmol followed by 4M HCl in 1,4-dioxane (44 ml, 176.00 mmol). The resulting suspension was heated at 80° C. overnight then cooled to ambient temperature and 6N NaOH (35 ml, 210.00 mmol) was added. The volume of solution was reduced to 50 ml in vacuo and the resulting precipitate was collected by filtration. The solid product was dried under vacuum overnight to afford 23.8 g in 98.4% yield. 1H NMR (MeOH-d4) δ 6.4–7.5 (m, 9H), 5.1 (s, 2H).

Fuente