It forms a well-crystallized hydrazone with phenylhydrazine; and a-nitroso propionic acid with hydroxylamine.
- 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.
Cane sugar has no reducing power and does not form an hydrazone or osazone; the other varieties, however, reduce Fehling's solution and form hydrazones and osazones, behaving as aldoses, i.e.
It may be synthetically obtained by distilling oxindole (C 8 H 8 NO) with zinc dust; by heating orthonitrocinnamic acid with potash and iron filings; by the reduction of indigo blue; by the action of sodium ethylate on orthoaminochlorstyrene; by boiling aniline with dichloracetaldehyde; by the dry distillation of ortho-tolyloxamic acid; by heating aniline with dichioracetal; by distilling a mixture of calcium formate and calcium anilidoacetate; and by heating pyruvic acid phenyl hydrazone with anhydrous zinc chloride.
It forms a hydrazone with phenyl hydrazine, and an oxime with hydroxylamine.