Acetate → HCID 178418277, compound

Reaction equation

[C:1]([O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][NH2:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.[N:20]#[C:21][NH2:22].C([O-])(=O)C>>[C:1]([O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][NH:15][C:21]([NH2:22])=[NH:20])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 175Acetate

HCID 176Acetic Acid

HCID 9864Cyanamide

HCID 212595702-(2-Aminoethoxy)ethyl benzoate

Product 1

HCID 178418277HCID 178418277, compoundYield 62.1%

Conditions

Temperature: 90 °C

Procedure

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.