Propargylamine

Synthesis

At room temperature, propargyl bromide (1.0 equiv) was added to a solution of amine (2.0 equiv) in dichloromethane (0.5 M). The resulting reaction mixture was stirred overnight, then extracted three times with dichloromethane. All organic layers were combined and washed with water and brine. The organic layers were dried over anhydrous sodium sulfate, filtered to remove the drying agent, and the filtrate was concentrated to dryness. The residue was purified by silica gel column chromatography (eluting with n-hexane/AcOEt) to obtain propargylamine.

Chemical Properties

clear colorless to yellow liquid

Uses

Synthesis of a chiral, fluorescent macrocycle by 1,3-dipolar cycloaddition of propargyl amides of carbohydrate-linked amino acids and 9,10-bis(azidomethyl)anthracene.

Uses

A useful intermediates in the preparation of drugs or pesticides.

Uses

Propargylamine is used in the synthesis of a chiral, a fluorescent macrocycle by 1,3-dipolar cycloaddition of propargyl amides of carbohydrate-linked amino acids and 9,10-bis(azidomethyl)anthracene. It acts as an intermediate in the production of drugs.

Enzyme inhibitor

This alkynyl amine HCCCH2–NH2 (FWfree-base = 55.08 g/mol), also known as propargylamine and 3-amino-1-propyne, is a toxic liquid that boils at 83°C. The water-soluble hydrochloride melts at 179-182°C. Target(s): aldehyde dehydrogenase; diamine oxidase, or amine oxidase [copper-containing]; glycine cleavage complex, or glycine synthase; and monoamine oxidase, or amine oxidase [flavin-containing].