Studies on the Synthesis and Structure of N-(1-Oxo-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane-4-carbonyl)-N'-aryl(alkyl)thioureas

Abstract

Abstract: Twenty-two carbonyl thioureas derivatives──N-(1-oxo-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane- 4- carbonyl)- N'- aryl(alkyl)thioureas 5a─5x were synthesized by the addition reaction of 1-oxo-4-carbonyl isothiocyanate-2, 6, 7-trioxa-1-phosphabicyclo[2.2 .2]octane 4 with various amines.The IRand ¹H NMRspectra of 5 show that most of them exist in the keto-thioketo form and only a few of them have keto-thioenol tautomer.IRand ¹H NMRdata also indicate that compounds 5 have intramolecular hydrogen bond.The structures of 5 were also confirmed by elementary analysis and MS.The biological activities of 5 and the crystal structure of compound 5q are being tested.

Key words: Caged bicyclic phosphates, Isothiocyanate, Amines, Thioureas, Addition

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LI Yu-Gui, ZHU Xue-Feng, HUANG Qin, LIU Jun. Studies on the Synthesis and Structure of N-(1-Oxo-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane-4-carbonyl)-N'-aryl(alkyl)thioureas[J]. Chem. J. Chinese Universities, 1996, 17(9): 1394.

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Studies on the Synthesis and Structure of N-(1-Oxo-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane-4-carbonyl)-N'-aryl(alkyl)thioureas

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