72107-62-1Relevant articles and documents
SYNTHESIS OF SUBSTITUTED 2,3-DIHYDRO-1,3,4,2-THIADIAZAPHOSPHOLES
Huang, Tian-Bao,Zhang, Jing-Ling
, p. 33 - 44 (2007/10/03)
Reactions of phosphorus trichloride (PCl3), thiophosphoryl trichloride (PSCl3) and tris(dialkylamino)phosphine with substituted thiohydrazides (1a-l) under variety of conditions led to thirty one substituted 2,3-dihydro-1,3,4,2-thiadiazaphospholes (2a-l, 3a-c, 4a-l).The side-reactions leading to 4h and 5 also are discussed.The elimination of HCl from 2-chloro-5-methylthio-2,3-dihydro-1,3,4,2-thiadiazaphosphole (2b) by 1,8-diazabicyclo--undec-7-ene ("DBU") give rise to 5-methylthio-1,3,4,2-thiadiazaphosphole dimer (6).The Staudinger reaction and sulfuration of 2-diethylamino-3-N-phenyl-5-methylthio-2,3-dihydro-1,3,4,2-thiadiazaphosphole (4a) with Me3SiN3 and S8 result in the formation of 2-(trimethylsilyl)imino-(7) and 2-thiono-(8) substituted counterparts respectively.The structures of the above products were confirmed by elemental analysis, IR, MS, and 1H NMR, 13C NMR and 31P NMR.Key words: Thiohydrazide, 1,3,4,2-thiadiazaphosphole, 1,2,3-diazaphosphole, NMR spectra, tris(dialkylamino)phosphine, cyclocondensation, Staudinger reaction.