1-14C-Ca oxy]-4-benzoylbenzoic acid has been prepared v i a a Grignard r e a c t i o n w i t h %Oz. 4-Bromobenzophenone was converted t o (4-braopheny1)phenyldichloranethane using phosphorus pentachloride. was reacted w i t h methoxide i o n t o form 4-bromobenzophenone dimethyl k e t a l which was
Synthesis of carboxy-14C furosemide
✍ Scribed by A. A. Liebman; A. M. Dorsky; D. H. Malarek
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- French
- Weight
- 211 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
A modification of the Sandmeyer reaction which requires only a moderate excess of cyanide‐^14^C was utilized for the preparation of 4‐chloro‐2‐fluorobenzonitrile‐7‐^14^C (3). After hydrolysis, the resulting acid (4) was converted to carboxy labelled furosemide (6) by existing methods. This procedure is potentially useful for insertion of ^14^C in compounds that fail to undergo conventional carbonation reactions.
📜 SIMILAR VOLUMES
In support of a program to develop a treatment for advanced, refractory cutaneous T-cell lymphoma, two differentially [ 14 C]-labeled forms of vorinostat, a histone deacetylase inhibitor, were synthesized for use in metabolism studies.
6-14C]Nitrendipine synthesis started from barium[14]carbonate, which was converted to [ 1-14C] acetyl chloride. The acid chloride was condensed with Meldrum's acid (2,2-dimethyl-1,3-dioxane-4,6-dione). The resulting intermediate was treated with boiling methanol to give methyl [ 3-14C]acetoacetate.
Methyl bromoacetate was reacted with trimethyla~nine-[~'C] dissolved in methanol, forming the methyl ester of [I4C] labeled betaine hydrobromide. The methyl ester was hydrolyzed in an alkaline medium to (carboxymethy1)trimethylammonium hydroxide inner salt, and then transformed into the hydrochlorid
## Abstract The syntheses of [γ‐^14^C]‐γ‐oxo‐2‐dibenzofuranbutanoic acid (furobufen) 7 and 2‐dibenzofuranacetic[carboxy‐^14^C] acid 3b, a major metabolite of furobufen, are described. A by‐product, the dialkylated malonate 6 obtained in the synthesis of 7, was isolated and characterized.
The synthesis o f 2,5-dihydroxy[carboxy-14C]benzoic a c i d ( g e n t i s i c a c i d ) i s described. The procedure u t i l i z e d [carboxy-14C]salicylic a c i d as a s t a r t i n g m a t e r i a l . S a l i c y l i c a c i d was converted t o g e n t i s i c a c i d using potassium p e r s u l f