4-(2-Aminoethyl)morpholine

• Synthesis of the lysosome-targetable fluorescent probe for hydrogen sulfide imaging in living cells.
• Synthesis of 1,8-naphthalimide conjugated Troger′s bases as deoxyribonucleic acid (DNA) targeting fluorescent probe.
• Synthesis of intramolecular charge transfer-photoinduced electron transfer-fluorescence resonance energy transfer (ICT-PET-FRET) fluorescent probe for monitoring pH changes in living cells.
• It is also used as a precursor to synthesize a variety of antimicrobial agents.

5807-02-3

2038-03-1

General procedure for the synthesis of N-(2-aminoethyl)morpholine from 2-morpholinoacetonitrile: LiAlH4 (3.19 g, 84 mmol) was added to anhydrous THF (35 mL) in a single step under ice bath conditions. The reaction mixture was stirred at 0 °C for 20 min, followed by the dropwise addition of 2-morpholino-substituted acetonitrile (3.50 g, 28 mmol) to a solution of anhydrous THF (10 mL). After the dropwise addition, the reaction mixture was heated to reflux for 3 hours. After completion of the reaction, the mixture was cooled to 0 °C and water (20 mL) was slowly added to quench the reaction. After filtration to remove insoluble material, the filtrate was concentrated in vacuum to give N-(2-aminoethyl)morpholine as a yellow oil (2.62 g, 72% yield).