Propargylamine Explained

Propargylamine is an organic compound with the formula HC≡CCH₂NH₂. It is a colorless, odorless liquid that is used as a precursor to other compounds.^[1] Propargyl amines are produced by reactions of amines with propargyl halides.

The behavior of propargyl amine is illustrated by its acylation benzoyl chloride to the amide. A Sonogashira coupling of the terminal alkyne end with another equivalent of benzoylchloride gives the dicarbonyl, a precursor to an oxazole.^[2]

Drugs

Propargylamine is used in the synthesis of:

1. Etintidine [69539-53-3]
2. 2-PAT
3. HDAC1/MAO-B-IN-1 [2759855-37-1]

References

1. 10.1021/acs.chemrev.7b00343 . Synthesis and Reactivity of Propargylamines in Organic Chemistry . 2017 . Lauder . Kate . Toscani . Anita . Scalacci . Nicolò . Castagnolo . Daniele . Chemical Reviews . 117 . 24 . 14091–14200 . 29166000 .
2. A new consecutive three-component oxazole synthesis by an amidation–coupling–cycloisomerization (ACCI) sequence Eugen Merkul and Thomas J. J. Müller Chem. Commun., 2006, 4817 - 4819,