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Synthesis of disodium [benzene-U-14C]-(4-chlorophenylthio)methylenediphosphonate, [benzene-U-14C]-tiludronate

✍ Scribed by Alain Burgos; George J. Ellames

Publisher
John Wiley and Sons
Year
1995
Tongue
French
Weight
260 KB
Volume
36
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Disodium [benzene‐U‐^14^C]‐(4‐chlorophenylthio)methylenediphosphonate, [benzene‐^14^C]‐Tiludronate, 2, has been prepared in six steps from [benzene‐U‐^14^C]‐acetanilide in an overall radiochemical yield of 41%. A key step in this transformation was the efficient conversion of [U‐^14^C]‐4‐chloroaniline to [benzene‐U‐^14^C]‐4‐chlorophenylthiocyanate, 5, in 83% yield by treatment of the corresponding diazonium salt, 9, with iron (III) thiocyanate. It should be noted that formation of the isomeric [benzene‐U‐^14^C]‐4‐chlorophenylisothiocyanate, 11, as a byproduct, was observed in only ∼ 1% yield.

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