TY - JOUR
T1 - A base induced fragmentation of tetramisole
AU - Fibiger, Richard F.
AU - Banks, Allen R.
AU - Jones, Ted
AU - Haltiwanger, R. Curtis
AU - Watt, David S.
N1 - Copyright:
Copyright 2016 Elsevier B.V., All rights reserved.
PY - 1978/3
Y1 - 1978/3
N2 - The exposure of dl‐2,3,5,6‐tetrahydro‐6‐phenylimidazo[2,1‐6 Jthiazole (tetramisole) to lithium diisopropylamide in tetrahydrofuran ruptures the thiazole ring to give, following the introduction of primary or secondary alkyl halides, 1‐(2′‐alkylthio)ethyl‐4‐phenylimidazoles. Conclusive evidence for the thiazole ring opening was obtained by a single crystal x‐ray diffraction study of 1‐(2′‐p‐bromobenzylthio)ethyl‐4‐phenylimidazole.
AB - The exposure of dl‐2,3,5,6‐tetrahydro‐6‐phenylimidazo[2,1‐6 Jthiazole (tetramisole) to lithium diisopropylamide in tetrahydrofuran ruptures the thiazole ring to give, following the introduction of primary or secondary alkyl halides, 1‐(2′‐alkylthio)ethyl‐4‐phenylimidazoles. Conclusive evidence for the thiazole ring opening was obtained by a single crystal x‐ray diffraction study of 1‐(2′‐p‐bromobenzylthio)ethyl‐4‐phenylimidazole.
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U2 - 10.1002/jhet.5570150225
DO - 10.1002/jhet.5570150225
M3 - Article
AN - SCOPUS:0017880593
SN - 0022-152X
VL - 15
SP - 307
EP - 310
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 2
ER -