Synthese d'un diuretique marque au carbone 14: Acide dichloro-2,3 [thenoyl-2 (14C = 0)]-4 phenoxy acetique (D.C.I. acide tiénilique)

✍ Scribed by M. Herbert; L. Pichat

• Publisher: John Wiley and Sons
• Year: 1976
• Tongue: French
• Weight: 224 KB
• Volume: 12
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580120313

✦ Synopsis

Abstract

2‐Thenoic acid (^14^C = 0) 1 is prepared in 75 % radioactive yield by carbonation with ^14^CO~2~ of 2‐thienyL‐magnesium bromide. Boiling of 1 with oxalyl chloride gives rise to 2‐thenoylchloride (^14^CO) which is not isolated and is condensed with 2,3 dichLoroanisoLe under FrieLdeL‐Grafts conditions. Ketone 3 is demeth Lated with AlCl~3~ in benzene to give rise to 4‐ 2‐thenoyl (^14^C = O)‐2,3‐dichloro phenol 4. The sodium derivative of 4 is condensed in D.M.F. with sodium chloracetate to Lead to the title compound with an overall yield of 16 % based on ^14^CO~2~ – TieniLic acid‐^14^c, specific activity: 50 mCi/mMole, has been found to be sensitive to self‐irra‐diation decomposition in the dry state at ‐ 25%° C. Radiation decomposition is minimized at 24 mCi/mMole in methanol solution.