Mixtures gaseous, with hydrazine

The 2-chloro substituent may be exchanged for various nucleophiles. The 2-alkoxy derivatives were formed with alkali metal alkoxides,98,1 12,255,273 the 2-amino derivatives were formed with ammonia and amines,79,98,255, 260.283,285,286 t]ie 2-hydrazino derivatives were formed with hydrazine,98,255,283,287 and the 2-thiocyanatb derivatives were formed with alkali metal thiocyanates.283 2,3-Dichloro-4-oxo-4//-pyrido[l,2-fl]pyrimi-dine in phenol reacts with gaseous ammonia to yield a mixture of the 2-phenoxy and 2-amino derivatives, whereas with sodium hydroxide, the 2-phenoxy compound is obtained.255... 

Ethyl hydrazinoacetate 535 Chloroacetic acid (94.5 g, 1 mole) is added in portions to aqueous 32 % hydrazine solution (500 g, 5 moles), followed after 48 h by sodium hydroxide (8 5g, ca. 2 moles). Distillation in a vacuum then enables much (4 moles) of the hydrazine to be recovered. The distillation residue is heated with 30% alcoholic hydrochloric acid (650ml) to gentle reflux, then cooled and saturated with gaseous hydrogen chloride (ca. 2 h). Next, dry ethanol (500 ml) is added and the mixture is boiled and filtered hot. The hydrazino ester hydrochloride (103 g, 66.5%), m.p. 150-153°, crystallizes. 

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