New Synthesis and Molecular Structure of 2-(4'-Methoxyphenyl)-2,4-dithia-1,3,2-diazaphospholidine-5,1'-spirocyclohexane

1 INTRODUCTION Our continuous efforts to look for biologically active heterocyclic compounds led to a new and efficient synthesis of phosphoroheterocycles 1, 3, 2-diazaphospholidine-4-thione 2-sulfides in good yields by the treatment of Lawesson磗 reagent with various -aminonitriles in one-pot procedure. Many approaches to synthesize such phosphoroheterocycles have been reported1~4]. The common pathways leading to 1, 3, 2-diazaphospho- lidine-4-thione(one) 2-sulfide(oxide) are using t…

New Synthesis and Molecular Structure of 2-(4'-Methoxyphenyl)-2, 4-dithia-1, 3, 2-diazaphospholidine-5, 1'-spirocyclohexane

The novel spirophosphoroheterocycle (C14H19N2OPS2, Mr = 326.40) was synthesized by the treatment of Lawesson's reagent with amino cyclohexanenitrile, and its crystal structure was analyzed by X-ray diffraction method. The title compound is of monoclinic, space group P21/n with a = 14.296(4), b = 11.028(3), c = 21.715(6) (A。）, β = 101.823(6), V = 3351.1(2) (A。）3, Z = 8, Dc = 1.294 g/cm3, λ = 0.71073 (A。）, μ(MoKα) = 0.410 mm―1 and F(000) = 1376. The structure was refined to R = 0.0521 and wR = 0.0744 for 5909 observed reflections with I > 2σ(I). X-ray diffraction analysis reveals that there are three rings in the molecule. The saturated 6-membered ring presents in chair conformation and the 5-membered phosphoroheterocycle is planar. The molecules are found to exist in couples. The existence of d-pπ bonds between P and two N atoms and the intermolecular hydrogen bonds are found as well.