STUDIES ON ORGANOPHOSPHORUS COMPOUNDS - XXXV. A NEW ROUTE TO 4-METHOXYPHENYLPHOSPHONOTHIOIC DIAMIDES FROM 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE-2,4-DISULFIDE AND AMINES

Article abstract of DOI:10.1016/S0040-4020(01)97679-3

By reacting primary and secondary amines with 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, 1A, at 25 deg C ammonium 4-methoxyphenylphosphonamidodithioates, 2, are formed.Upon heating to 140 deg C 2 eliminates hydrogen sulfide in a new type of reaction yielding 4-methoxyphenylphosphonothioic diamides, 3, which also are formed directly from primary amines and 1A at 140 deg C.For dibenzylamine some anomalous results are observed due to N->S rearrangement reactions.NMR spectroscopic data are presented for compounds 2 and 3.