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Synthesis of 3-amino-4-[3-(3-[2,6-14C]-piperidinomethylphenoxy) propylamino]-1,2,5-thiadiazole hydrochloride

✍ Scribed by J. E. Swigor; R. T. Standridge; T. A. Montzka; J. D. Matiskella; K. A. Pittman

Publisher
John Wiley and Sons
Year
1988
Tongue
French
Weight
209 KB
Volume
25
Category
Article
ISSN
0022-2135

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✦ Synopsis

Synthesis of the title compound ( 5 ) . an histamine H2

-receptor antagonist, is described. Treatment of 3-(3-[2.6-C1-piperidinomethylphenoxv)propylamine(l)l with 3-amino-4-methoxy-l,2,5-thiadiazole-1-oxide2 produced 3-amino-4-13-0-[ 2,6-"C]piperidinomethylphenoxy)propylamino~-1,2,5-thiadiazole-l-oxide (2) . Hydrochloric acid extruded sul f oxide producing N-13-(3-12, 6-1 4C 1 -4 piperidinomethylphenoxypropylJethanediimidamide trihydrochloride -( 3 ) . Sulfur was then inserted by the action of N,N'-thiobisphthalimide(4) and treatment with hydrochloric acid gave the title compound(5) in an overall yield of 20%.

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