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Synthesis of 1-(2,6-difluorobenzoyl)-3-(2-fluoro-4-(2-chloro-4-trifluoromethylphenoxy) [ring-U-14C] phenyl)urea

✍ Scribed by Martyn G Gillam

Publisher
John Wiley and Sons
Year
1989
Tongue
French
Weight
192 KB
Volume
27
Category
Article
ISSN
0022-2135

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✦ Synopsis

l-(2,6-Difluorobenzoyl)-3-(2-fluoro-4-(2-chloro-4trifluoromethylphenoxy) [ ring-U-14C]phenyl)urea, a potent new acylurea insecticide and acaricide known as flufenoxuron, was labelled with carbon-14 starting from o-dinitro[ring-U-14C]benzene 1. 2-Fl~oronitro[ring-U-~~C]benzene, 2 obtained by fluorination of 1 with n-tetrabutylammonium fluoride converted in two stages to 4-amino-3f luoro [ ring-U-I4C] phenol -3 , coupled with 3-chloro-4-fluorobenzotrifluoride 4 to give 2f luoro -4 -(2chloro -4tr if luoromethylphenoxy ) [ ring-U -I4C] aniline -5, which when reacted with 2,6-difluorobenzoylisocyanate 6 gave the required urea 7 . laniline r i n ~-U -~~C l flufenoxuron, having a specific activity of 851MBq/mmol (23mCi/mmol), was obtained in radiochemical purity of >99%.

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