Synthesis and Characterization of 2-Thiophenemethanamine-2H5 Hydrochloride
Sean David William Greenwood1, Pete Deardorff1, William Sherman1
1Pharmaceutical Sciences, MRIGlobal, Kansas City, Missouri, USA.
None:
Synthesis of the key building block, 2-thiophenemethanamine-2H5 hydrochloride, was achieved using mild conditions and purification methods in three steps from commercially available thiophene-2H4, with an overall yield of 61.6% and an overall isotopic enrichment of 87.6%. 2-thiophenemethanamine-2H5 hydrochloride has the potential to be a useful intermediate in the synthesis of isotopically labelled compounds of pharmaceutical interest.
Related Concept Videos
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Diazonium Group Substitution: –OH and –H
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Nomenclature of Aryl and Heterocyclic Amines
Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of...


