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Synthesis of the fungicide [14C]triadimefon

✍ Scribed by Jean Rouchaud; Joseph Meyer

Book ID
102368151
Publisher
John Wiley and Sons
Year
1982
Tongue
French
Weight
221 KB
Volume
19
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The synthesis of the fungicide [^14^C]triadimefon is described. Bromine transformed pinacolone into α ‐bromopinacolone; this reacted with 4‐chloro‐[U‐^14^C] phenol yielding 1‐(4‐chloro [U‐^14^C]phenoxy)‐3,3‐dimethyl‐2‐butanone; this was transformed by bromine into 1‐(4‐chloro[U‐^14^C]phenoxy)‐1‐bromo‐3,3‐dimethyl‐2‐butanone; this last compound reacted with 1,2,4‐triazole to yield [^14^C]triadimefon, i.e., 1‐(4‐chloro [U‐^14^C] phenoxy)‐3,3‐dimethyl‐1‐(1__H__‐1,2,4‐triazol‐1‐yl)‐2‐butanone. [^14^C]Triadimefon, having the specific activity 0.88 mCi/mmol, was obtained in 58% overall yield from 4‐chloro[U‐^14^C]‐phenol.

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