Acetate → N-3-methoxypropyl-N-ethylguanidine

HRID 763

Reaktionsgleichung

Reaktionsgleichung von HRID 763
[CH2:1]([NH:3][CH2:4][CH2:5][CH2:6][O:7][CH3:8])[CH3:2].C(O)(=O)C.[N:13]#[C:14][NH2:15].C([O-])(=O)C>>[CH3:8][O:7][CH2:6][CH2:5][CH2:4][N:3]([CH2:1][CH3:2])[C:14]([NH2:15])=[NH:13]

Komponenten

5

Edukt 4

HCID 175AcetateHCID 176Acetic AcidHCID 9864CyanamideHCID 12238051N-ethyl-3-methoxypropan-1-amine

Produkt 1

HCID 21259568N-3-methoxypropyl-N-ethylguanidineAusbeute 50 %

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

3.00 g (25.6 mmol) of N-ethyl-3-methoxypropylamine and 1.54 g (25.6 mmol) of acetic acid were placed in a 50 ml two neck flask. While heating the flask in a 90° C. oil bath, 1.08 g (25.6 mmol) of cyanamide was added. After 12 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 2.80 g of the title compound (wax-like, 12.8 mmol, 50.0% in yield) in the form of acetate. Results of the analysis of this compound are as follows.

Aufarbeitung

  1. customAfter 12 hours of the reaction
  2. customthe product was purified by a silica gel column chromatography (eluent, chloroform/ethanol=1/2 containing 0.5% acetic acid)

Quellen und Nachweise

ORD-Eintrag
ord-0b3cb71fbde54da5a7c439131d7d2319
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723133

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