Bladin HC -N (Ber., 1892, 25, p. 183) by the action of acetic)NH anhydride on dicyanophenylhydrazine (formed N: CH from cyanogen and phenylhydrazine), the resulting acetyl derivative losing water and yielding phenylmethylcyanotriazole, which, on hydrolysis, gives the free acid.
It undoubtedly contains a keto-group, for it reacts with hydrocyanic acid, hydroxylamine, phenylhydrazine and ammonia; sodium bisulphite also combines with it to form a crystalline compound, hence it contains the grouping CH 3 ï¿½CO-.
It crystallizes in deliquescent prisms and melts with partial decomposition at 119-120° C. It behaves as a ketonic acid, being reduced in aqueous solution by sodium amalgam to tartronic acid, and also combining with phenylhydrazine and hydroxylamine.
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.
Posner, Ber., 1901, 34, P. 3975); with hydroxylamine they form isoxazoles, and with phenylhydrazine pyrazoles.