Its ethyl ester condenses with hydrazine to form pyrazolone (R.
Arndt, Ber., 1899, 32, p. 2136); by the oxidation of hydroxylamine (ibid., 1900, 33, p. 30); and by the electrolysis of hydrazine and its salts (E.
Nitrogen combines with hydrogen to form ammonia, NH 3, hydrazine, N 2 H 4, and azoimide, N 3 H (qq.v.); the other known hydrides, N 4 H 4 and N5H5, are salts of azoimide, viz.
The aldehyde group also reacts with phenyl hydrazine to form two phenylhydrazones; under certain conditions a hydroxyl group adjacent to the aldehyde group is oxidized and glucosazone is produced; this glucosazone is decomposed by hydrochloric acid into phenyl hydrazine and the keto-aldehyde glucosone.
Its ethyl ester reacts with hydrazine to form hippuryl hydrazine, C,H 5 CO NH CH 2 CO NH NH 2, which was used by Curtius for the preparation of azoimide.
The diketotetrahydrotriazoles, or urazoles, are formed by condensing urea derivatives with hydrazine salts, urazole itself resulting by the action of urea or biuret on hydrazine or its salts.
- Fischer found that if one molecule of phenylhydrazine acted upon one molecule of an aldose or ketose a hydrazone resulted which in most cases was very soluble in water, but if three molecules of the hydrazine reacted (one of which is reduced to ammonia and aniline) insoluble crystalline substances resulted, termed osazones, which readily characterized the sugar from which it was obtained.
Semioxamazide, H 2 N CO CO-NH NH 2, is prepared by the action of hydrazine hydrate on oxamaethane (W.
Goldschmidt, Ber., 1888, 21, p. 2578), and on reduction with zinc dust (preferably in alcoholic acetic acid solution) they yield usually a hydrazine and an amine.
They combine with hydrocyanic acid to form nitriles, which on hydrolysis furnish hydroxyacids, (CH3)2C0 -> (CH 3) 2 C OH CN - (CH3)2 C OH C02H; with phenylhydrazine they yield hydrazones; with hydrazine they yield in addition ketazines RR' C:N N:C RR' (T.
When heated with hydrazine hydrate at 150° C. it gives a-naphthyl hydrazine, C 1 oH 7 NH NH 2 Hoffmann, Ber., 1898, 31, p. 2909).
Amidourea, or semicarbazide, NH 2 CO NH NH 2, is best prepared from hydrazine sulphate and potassium cyanate (J.
Thiosemicarbazide, NH 2 CS NH NH 2, prepared from hydrazine sulphate, potassium carbonate and thiocyanate (N.
Amidoguanidine is a body of hydrazine type, for it reduces gold and silver salts and yields a benzylidine derivative.
It forms a hydrazone with phenyl hydrazine, and an oxime with hydroxylamine.
A colloidal selenium was obtained by C. Paal and C. Koch (Ber., 1905, 38, p. 526) by reducing selenious acid dissolved in an aqueous solution of sodium protalbate with hydrazine hydrate and hydrochloric acid, the precipitate obtained being then dissolved in sodium carbonate.
Curtius found that benzoylglycollic acid gavebenzoyl hydrazine with hydrazine hydrate: C 6 H S 000 CH2000H -1-2N2H4 H20 = H20 +C6H 5CONH NH2+ NH2 NH CH2 COOH.
An improved method of preparation was found in the use of hippuric acid, which reacts with hydrazine hydrate to form hippuryl hydrazine, C 6 H 5 [[Conh Ch 2 Conh Nh]] 2, and this substance is converted by nitrous acid into diazo-hippuramide, C 6 H 5 [[Conh Ch 2 Co Nh N 2.0h]], which is hydrolysed by the action of caustic alkalis with the production of salts of hydrazoic acid.
The acid can also be obtained by the action of nitrous acid on hydrazine sulphate; by the oxidation of hydrazine by hydrogen peroxide and sulphuric acid (A.
Hydrazine azoimide, N 5 H 5, is also known.
Its tetrazo compound on reduction gives a hydrazine which, on warming with hydrochloric acid at 150° C., decomposes into ammonium N = N chloride and phenazone,< > - (C 12 H 8 N 2).