Synthese de l'acide acetoxy‐2 trifluoromethyl‐4 benzoique [noyau 14C‐U] OU “triflusal [noyau 14C‐U

Abstract

AbstractSynthesis of 2‐acetoxy 4‐trifluoromethyl benzoīc acid [ring U ‐14C] or “[ring U‐14C] Trifusal” U14C)(Ring U‐14C) Aniline 1 was converted into (ring U‐ 14C) idobenzene 2 through the (ring U‐14C) phenyldiazonium chloride. Trifluoromethylation of 2 with iodotrifluoromethane in presence of copper gave (ring U‐14 C) trifluoromethylbenzene 3 with a 64% yield. Nitration of 3 with sodium nitrate + trifluoromethane sulfonic acid in dichloromethane gave a 86% yield of (ring U‐14C) 3‐nitro trifluoromethyl benzene 4 which was reduced by iron and HCl into the corresponding amine 5. The latter was transformed into the phenol 6 with a 85% yield by action of Cu (NO3)2 and CuO on (ring U‐14C) 3‐trifluo romethyl phenyldiazonium sulfate. Kolbe reaction of phenol 6 with carbon dioxide and K2CO3 gave 7 with a 59% yield. Acetylation of 7 gave (ring U‐14C) Triflusal 8 with a quantitative yield and a specific activity of 14 mCi/mMole14 radiochemical purity 98.5%. The overall yield from 14C barium carbonate was 10%.