Synthesis of  N ‐(2‐chloro‐5‐methylthiophenyl)‐  N ′‐(3‐methyl‐thiophenyl)‐  N ′‐[ 3 H 3 ]methylguanidine, {[ 3 H 3 ]CNS‐5161} | Zendy

Gibbs Andrew R. | Zendy; Morimoto Hiromi | Zendy; VanBrocklin Henry F. | Zendy; Williams Philip G. | Zendy; Biegon Anat | Zendy

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Synthesis of N ‐(2‐chloro‐5‐methylthiophenyl)‐ N ′‐(3‐methyl‐thiophenyl)‐ N ′‐[ 3 H 3 ]methylguanidine, {[ 3 H 3 ]CNS‐5161}

Author(s) -

Gibbs Andrew R.,

Morimoto Hiromi,

VanBrocklin Henry F.,

Williams Philip G.,

Biegon Anat

Publication year - 2002

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.561

Subject(s) - cyanamide , chemistry , yield (engineering) , guanidine , hydrochloride , sodium hydride , high performance liquid chromatography , tritium , sodium , medicinal chemistry , organic chemistry , materials science , metallurgy , physics , nuclear physics

The preparation of the title compound, [ 3 H 3 ]CNS‐5161, was accomplished in three steps starting with the production of [ 3 H 3 ]iodomethane (CT 3 I). The intermediate N ‐[ 3 H 3 ]methyl‐3‐(thiomethylphenyl)cyanamide was prepared in 77% yield by the addition of CT 3 I to 3‐(thiomethylphenyl)cyanamide, previously treated with sodium hydride. Reaction of this tritiated intermediate with 2‐chloro‐5‐thiomethylaniline hydrochloride formed the guanidine compound [ 3 H 3 ]CNS‐5161. Purification by HPLC gave the desired labeled product in an overall yield of 9% with >96% radiochemical purity and a final specific activity of 66 Ci mmol −1 . Copyright © 2002 John Wiley & Sons, Ltd.

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