Syntheses and radiobrominations of some trimethylsilylphenethylamines

Conference · Sun Jan 01 04:00:00 EST 1984 · J. Nucl. Med.; (United States)

OSTI ID:6758996

Wilbur, D S

Studies of the applications of arylsilane intermediates to radiobrominations have continued with the syntheses of four trimethylsilyl(TMS) substituted phenethylamines. Initial radiobromination studies have involved the nonprotected amines to determine if the ipso electrophilic substitution reactions would occur prior to reaction of the halogen with the amine. Indeed, radiobrominations of 1,2,and4 using carrier-added bromine-77 and stoichiometric amounts of N-chlorosuccinimide (NCS) gave the desired products in good yields. Radiobrominations of 3 under identical reaction conditions yielded a product which was consistent with compound 9 by chromatographic and spectroscopic analyses. When the oxidizing agent was used in excess of bromide ion, a significant amount of a more lipophlic radiobrominated compound was also observed by radio HPLC. The lipophilic compound was the major product when t-BuOCl was used as the oxidant, but was only a minor product when NCS was used. The syntheses of the phenethylamines, 1-8, was accomplished via standard methods (e.g. Knoevenagel Reaction), and is described.

• Research Organization: Los Alamos National Lab., Los Alamos, NM 87545
• OSTI ID: 6758996
• Report Number(s): CONF-840619-
• Conference Information: Journal Name: J. Nucl. Med.; (United States) Journal Volume: 25:5
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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62 RADIOLOGY AND NUCLEAR MEDICINE
AMINES
BETA DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
BROMINATION
BROMINE 77
BROMINE ISOTOPES
CARBOXYLIC ACIDS
CHEMICAL PREPARATION
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
CHROMATOGRAPHY
DAYS LIVING RADIOISOTOPES
DIAGNOSTIC USES
DICARBOXYLIC ACIDS
ELECTRON CAPTURE RADIOISOTOPES
HALOGENATION
HYDRIDES
HYDROGEN COMPOUNDS
INTERMEDIATE MASS NUCLEI
ISOTOPES
KINETICS
LABELLING
LIQUID COLUMN CHROMATOGRAPHY
MINUTES LIVING RADIOISOTOPES
NUCLEI
ODD-EVEN NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC SILICON COMPOUNDS
OXIDIZERS
RADIOCHEMISTRY
RADIOISOTOPES
REACTION KINETICS
SEPARATION PROCESSES
SILANES
SILICON COMPOUNDS
SPECTROSCOPY
STOICHIOMETRY
SUCCINIC ACID
SYNTHESIS
USES