✦ LIBER ✦

Synthesis of 4-chloro-N-furfuryl-5-butoxymethylene-sulfamoylanthranilic acid-[14CO2H] (FFBu-14C)

✍ Scribed by Howard Parnes

Publisher: John Wiley and Sons
Year: 1978
Tongue: French
Weight: 271 KB
Volume: 15
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580150131

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✦ Synopsis

FFBu, a pro-drug o f the d i u r e t i c furosemide, has been prepared by reaction o f the l a t t e r with n-butanol and formaldehyde. A much improved synthesis o f furosemide-[ C02H] i s described based on a new, high y i e l d i n g route t o the key intermediate, 2-fluoro-Cchlorobenzoic acid-[ C02H]. This intermediate i s prepared by selective l i t h i a t i o n , followed by carbonation, o f 2 -f l uoro-4-chl orobrombenzene. Modified react1 on conditions and workup procedures resulted i n much improved yields i n the reaction sequence.

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