The Dearrangement. Of Nitrobiuret and Its Application in Synthesis

Abstract

Nitrourea dearranges into cyanic acid and nitroamide. It has been prepared from these two substances, and they have been prepared from it.The products from the decomposition of nitrourea by heat are those which would be expected from the two possible modes of its dearrangement.Nitrous oxide and cyanic acid are produced quantitatively when nitrourea is heated with water.A solution of nitrourea in coned, sulfuric acid contains nitroamide and may be used as a reagent for nitrations.Alkalies promote the decomposition of nitrourea; acids hinder it. A very slight alkalinity in the presence of a trace of moisture is sufficient to cause its spontaneous decomposition.An aqueous solution of nitrourea, being a source of cyanic acid, reacts with ammonia and with primary and secondary amines to form urea and substituted ureas.The yields are excellent, the manipulation is simple and the other products of the reaction are gaseous. The method is especially advantageous for the preparation of those substituted ureas which cannot be heated in water without decomposition. A number of urea derivatives, a few of them new, have been prepared by this method., -Di-n-propylbiuret and co-n-propyl-co-phenylbiuret have been obtainedas by-products in the preparation of urea derivatives from nitrourea and the corresponding amines.Moist alcohols react with nitrourea to produce carbamic and allophanic esters. Cambridge, Massachusetts

Generation and Stabilization ofD6h andC2v Valence Tautomeric Structures of the Rhodizonate Dianion in Hydrogen-Bonded Host Lattices

“…(3-Hydroxyphenyl)urea, [15] 1,1'-ethylenediurea, [16] and tetrahydroxy-1,4-quinone [17] were prepared according to literature methods. IR spectra were recorded of KBr pellets on a Nicolet Impact 420 FT-IR spectrometer in the region of 4000 ± 400 cm À1 .…”

Diversifying the Solid State and Lyotropic Phase Behavior of Nonionic Urea-Based Surfactants

“…Nitrourea was synthesized by the method of Davis and Blanchard. 30 The procedure involves reaction of urea nitrate with concentrated sulfuric acid. The target urea surfactant was formed from reaction of nitrourea and the appropriate amount of amine using the method of Buck and Ferry.…”

The Synthesis of Substituted Biurets

“…The most convenient and generally applicable synthesis was the base-catalyzed condensation of diethyl carbonate with the appropriate substituted urea (eq. [2]) according to the procedure of a German patent (7). Ethyl 4-n-butylcarbamate \\-as synthesized by the reaction of butyl isocyanate with ethyl carbarnate (eq.…”