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

✍ Scribed by Gisela Braun; Alexander T. Shulgin; Thornton Sargent III

Publisher
John Wiley and Sons
Year
1978
Tongue
French
Weight
281 KB
Volume
14
Category
Article
ISSN
0022-2135

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✦ Synopsis

A rapid and convenient synthesis of the psychotomimetic agent 4-iodo-2,5-dimethoxyphenylisopropylamine is described, incorporating the radioisotope 1231 (T+13 hr). With the amine function o f 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.

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