Réaction #861

Équation de réaction

2-(2-aminoethoxy)ethyl benzoate

acetic acid

acetate

cyanamide

→

title compound

Rendement 62.1%

2-(2-guanidinoethoxy)ethyl benzoate

Rendement 62.1%

Solvants

Conditions de réaction

Traitement

1. 1
   AutreAfter 6 hours of the reaction
2. 2
   Autrethe product was purified by a silica gel column chromatography (eluent, chloroform/ethanol=1/2 containing 0.5% acetic acid)

Mode opératoire

2.14 g (10.2 mmol) of 2-(2-aminoethoxy)ethyl benzoate and 0.624 g (10.4 mmol) of acetic acid were placed in a 50 ml two neck flask. While heating the flask in a 90° C. oil bath, 0.680 g (16.2 mmol) of cyanamide was added. After 6 hours of the reaction, the product was purified by a silica gel column chromatography (eluent, chloroform/ethanol=1/2 containing 0.5% acetic acid) to obtain 1.97 g of the title compound (wax-like, 6.33 mmol, 62.0% in yield) in the form of acetate. Results of the analysis of this compound are as follows.

Source