论文信息 - SYNTHESIS AND STRUCTURE OF NOVEL PHOSPHOROHYDRAZIDES AND HEXAHYDRO-1,3,4,2-THIADIAZAPHOSPHORIN-2,5-DIONE(OR 2-THION-5-ONES

SYNTHESIS AND STRUCTURE OF NOVEL PHOSPHOROHYDRAZIDES AND HEXAHYDRO-1,3,4,2-THIADIAZAPHOSPHORIN-2,5-DIONE(OR 2-THION-5-ONES

Abstract O-Aryl,S-(ethoxycarbony1)methyl.N1-methyl (di)thiophosphorohydrazides (21) were prepared in high yield from sodium ethyl 2mercaptoacetate and O-ary1.N1-methyl (thio)phosphorochlorohydrazides derived from O-aryl (thio)phosphorodichloridates and methyl hydrazine. The thermal reaction of (21) resulted in the formation of hexahydro-l,3,4,2-thiadiazaphosphorin-2,5-dione(or 2-thion-5-ones) (22). The X-ray diffraction analysis of (22a) indicated the ring containing P atom has a boat conformation.

R. Chen | Jian-Sheng Tang

[1] S. Benkovic,et al. Mechanism of hydrolysis of phosphorylethanolamine diesters. Intramolecular nucleophilic amine participation , 1980 .

[2] R. Jacobson,et al. MOLECULAR STRUCTURE OF THE CARCINOSTAT ISOPHOSPHAMIDE , 1975 .

[3] R. Jacobson,et al. Letter: Molecular structure of the carcinostat isophosphamide. , 1975, Journal of the American Chemical Society.

[4] Lindley A. Gates. P-N compounds 14. Synthesis of N-amino-1,3,2-oxazaphospholidines and a derivative of tetrahydro-2H-1,3,4,2-oxadiazaphosphorine, a novel ring system† , 1973 .

[5] C. Hall,et al. 1,3,2-Thiazaphospholidin-2-ones derived from ephedrine. Preparation and stereochemistry of ring-opening reactions , 1981 .

[6] J. Majoral,et al. Heterocyclic compounds containing phosphorus. Part 30. Synthesis of mixed phosphorohydrazides and of some new mono-, bi-, and tri-cyclic derivatives , 1976 .