Skip to content

Synthesis of 123I‐labelled 4‐iodo‐2, 5‐dimethoxyphenylisopropylamine

Gisela Braun, Alexander T. Shulgin, Thornton W. Sargent

Journal of Labelled Compounds and Radiopharmaceuticals 1978 DOI: 10.1002/jlcr.2580140515 (opens in new tab)

Study at a glance

AI-extracted from the abstract

Abstract

AbstractA rapid and convenient synthesis of the psychotomimetic agent 4‐iodo‐2, 5‐dimethoxyphenylisopropylamine is described, incorporating the radioisotope 123I (T1/2 13 hr). With the amine function of 2, 5‐dimethoxyphenylisopropylamine blocked as the phthalimide, it was found that the aromatic 4‐position could be directly iodinated with iodine monochloride. The phthalic acid moiety was rapidly removed with hydrazine in butanol to provide the title compound, as the hydrochloride salt, in an overall yield of 10% and in a reaction time of less than one half‐life.