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N.C.A. 11C-labelling of benzenoid compounds in ring positions: Synthesis of nitro-[1-11C]benzene and [1-11C]aniline

✍ Scribed by J. Steinbach; P. Mäding; F. Füchtner; B. Johannsen

Publisher
John Wiley and Sons
Year
1995
Tongue
French
Weight
400 KB
Volume
36
Category
Article
ISSN
0022-2135

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✦ Synopsis

The paper describes the first method for n.c.a. "C-ring labelling of benzenoid compounds having a reactive group for further derivatization by use of the known principle of synchronous six-electron cyclization of hexatriene systems into aromatics. Nitro-["Clmethane (1) prepared from cyclotron-produced ["Clcarbon dioxide reacts in the presence of t-BuOK with 5-dimethylan6n0penta-2~4-dienylidene-dimethylammonium perchlorate (2) to form 6-nitro-1dirnethylamino-[6-"C]hexatriene Q) followed by cyclization/ aromatization into nitro-[ l-"C]benzene @) at increased temperatures. Starting from 1, nitro-[1-"Clbenzene of a radiochemical purity of about 92 % and a mean specific radioactivity of 1 Ci/pmol was obtained within 7 min. Related to ['IC]CO,, the reproducible radiochemid yield of 4 (decay-corrected) was 80+5 %. Reduction of 4 by heating the above reaction mixture with aqueous NqS gave [1-"Claniline (5) of a radiochemical purity of about 81 %. The reproducible radiochemical yield of 5 (decay-corrected) in relation to ["CJCO, was 65+5 %, the synthesis time from 1 was 18 min.

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