CONDENSATION OF TETRAKIS(HYDROXYMETHYL)PHOSPHONIUM SULFATES AND SULFONATES WITH 1,3-DIMETHYLUREA

Abstract

An unexpected displacement of one of the phosphorus groups occurred when the chloride 1a was replaced by the sulfate 1b in its reactions with 1,3-dimethylurea. The products, 2c and 5c, were bisulfates rather than sulfates. In contrast, no displacement occurred when 1a was replaced by the sulfonates 1e or 1f. A method was developed for preparing the sulfonates 1d-h, all new compounds, by metathesis of the sulfate 1b with the appropriate barium sulfonate. The sulfates 2b and 5b, prepared from the chlorides 2a and 5a by ion exchange, yielded the bisulfates 2c and 5c upon treatment with sulfuric acid. The significance of the findings is discussed.