They behave in most respects as unsaturated compounds; they combine with hydrogen to form amines; with water to form acidamides; with sulphuretted hydrogen to form thio-amides; with alcohols, in the presence of acids, to form imido-ethers R C(:NH) OR'; with ammonia and primary amines to form amidines R C(:NH) NH 2 i and with hydroxylamine to form amidoximes, R C(:NOH) NH 2.
Curtius), and with hydroxylamine ketoximes.
Zinc and hydrochloric acid in the cold convert it into alloxantin, hydroxylamine gives nitroso-barbituric acid, C 4 H 2 N 2 0 3: NOH, baryta water gives alloxanic acid, C 4 H 4 N 2 0 5, hot dilute nitric acid oxidizes it to parabanic acid, hot potassium hydroxide solution hydrolyses it to urea and mesoxalic acid and zinc and hot hydrochloric acid convert it into dialuric acid, C4H4N204.
They react with hydroxylamine and phenylhydrazine, with the formation of aldoximes and hydrazones.
It combines with aromatic amines to form azocompounds, with arylhydroxylamines to form azoxy compounds, and with hydroxylamine it gives isodiazobenzene.
On oxidation with chromic acid they yield dinitrohydrocarbons, and on reduction with hydroxylamine (in alkaline solution) or with potassium sulphydrate give ketoximes, RR': C: NOH (R.
Jowitschitsch (Ann., 1906, 347, p. 2 33) inclines to Scholl's formula; he found that the synthetic silver salt of glyoxime peroxide resembled silver fulminate in yielding hydroxylamine with hydrochloric acid, but differed in being less explosive, and in being soluble in nitric acid.
Chloraloxime, CC1 3 CH: NOH, is obtained when one molecular proportion of chloral hydrate is warmed with four molecular proportions of hydroxylamine hydrochloride and a little water.
Hydroxy-urea, N H2 CO NH OH, is produced from hydroxylamine and cyanic acid (W.
Schmidt, Ber., 1884, 17 p. 2064); and 2-nitrouo-a-naphthol (, -naphthoquinone-oxime), formed by the action of hydroxylamine hydrochloride on 13-naphthoquinone.