Réaction #860

ord-b22e751eea1540b88d656fbdc64a0e99

Équation de réaction

COCCOCCN
2-(2-methoxyethoxy)ethylamine
CC(=O)O
acetic acid
CC(=O)[O-]
acetate
N#CN
cyanamide
COCCOCCNC(=N)N
title compound
Rendement 28.5%
COCCOCCNC(=N)N
2-(2-methoxyethoxy)ethylguanidine
Rendement 28.5%

Solvants

Conditions de réaction

Température
90°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreAfter 5 hours of the reaction
  2. 2
    Autrethe product was purified by a silica gel column chromatography (eluent, chloroform/ethanol=2/1 containing 0.5% acetic acid)

Mode opératoire

5.96 g (50.0 mmol) of 2-(2-methoxyethoxy)ethylamine and 3.00 g (50.0 mmol) of acetic acid were placed in a 30 ml two neck flask. While heating the flask in a 90° C. oil bath, 3.10 g (73.7 mmol) of cyanamide was added. After 5 hours of the reaction, the product was purified by a silica gel column chromatography (eluent, chloroform/ethanol=2/1 containing 0.5% acetic acid) to obtain 3.15 g of the title compound (wax-like, 14.2 mmol, 28.5% in yield) in the form of acetate. Results of the analysis of this compound are as follows.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723133uspto-grants-1998_03