Acetate → HCID 178418418, compound

HRID 635551

Reaction equation

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

Participants

Reactant 4

HCID 175Acetate

HCID 176Acetic Acid

HCID 9864Cyanamide

HCID 5205302-(2-Methoxyethoxy)ethanamine

Product 1

HCID 178418418HCID 178418418, compoundYield 28.5%

Conditions

Temperature: 90 °C

Procedure

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.

Workup

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

Sources & evidence

ORD record: ord-84ae0d28fd944af3a394b37db640877a
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06187955B1

Linked notes

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